The carbonyl-containing compounds were acquired from the following sources: N,N-dimethylacetamide (DMA, 99.9%, Sigma-Aldrich), N-methylacetamide (NMA, 99%, Sigma-Aldrich), ethyl thioacetate (98%, Sigma-Aldrich), ethyl acetate (99.8%, Sigma-Aldrich), acetone (99.8%, Acros Organics), 1,3-dimethylurea (98%, Acros Organics). Solvents were purchased as follows: 2-methyltetrahydrofuran (2-MeTHF, >99%, Sigma-Aldrich), D2O (100.0% atom D, Acros Organics), glycer(ol-d3) (99% atom D, Sigma-Aldrich), methanol (99.8%, Fisher Scientific), dimethyl sulfoxide (99.7%, Acros Organics), chloroform (99.9%, Acros Organics), dichloromethane (99.9%, Acros Organics), tetrahydrofuran (99.9%, Acros Organics), dibutyl ether (99%, Sigma-Aldrich), n-hexanes (99%, Sigma-Aldrich). All reagents were used without further purification.
2 methyltetrahydrofuran 2 methf
Manufactured by Merck Group
Sourced in United States, Germany
2-methyltetrahydrofuran (2-MeTHF) is a cyclic ether organic compound. It has the chemical formula C₅H₁₀O. 2-MeTHF is a colorless, volatile liquid.
Automatically generated - may contain errors
Lab products found in correlation
Acetonitrile, by Merck Group (4 mentions)
Triisopropylsilane, by Oakwood Chemical (3 mentions)
Septa capped vials, by Thermo Fisher Scientific (3 mentions)
Diethyl ether et2o, by Thermo Fisher Scientific (3 mentions)
Oxyma pure, by Merck Group (3 mentions)
4 dimethylaminopyridine dmap, by Thermo Fisher Scientific (3 mentions)
Methyl tert butyl ether (mtbe), by Avantor (3 mentions)
Dimethyl sulfide dms, by Thermo Fisher Scientific (3 mentions)
Trityl oh chemmatrix, by Biotage (3 mentions)
Trifluoroacetic acid, by Merck Group (3 mentions)
N n dimethylformamide (dmf), by Merck Group (3 mentions)
4 methylpiperidine 4 mepip, by Tokyo Chemical Industry (3 mentions)
N hexane, by Merck Group (3 mentions)
Ethyl acetate, by Merck Group (2 mentions)
Ethanedithiol, by Merck Group (2 mentions)
Diisopropylethylamine diea 1 bis dimethylamino methylene 1h 1 2 3 triazolo 4 5 b pyridinium 3 oxidhexafluorophosphate hatu diisopropylcarbodiimide, by Oakwood Chemical (2 mentions)
2 chlorotritylchloride polystyrene resin, by Bachem (2 mentions)
Tentagel xv trityl chloride resin, by Rapp Polymere (2 mentions)
Dimethyl sulfoxide (dmso), by Thermo Fisher Scientific (1 mentions)
Chloroform, by Thermo Fisher Scientific (1 mentions)
9 protocols using 2 methyltetrahydrofuran 2 methf
1
NMR Spectroscopy of Carbonyl Compounds
2
Peptide Synthesis Reagents and Supplies
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N,N‐dimethylformamide (DMF), dichloromethane (DCM), acetonitrile (ACN), Oxyma Pure, ethanedithiol (EDT), 2‐methyltetrahydrofuran (2‐MeTHF), and trifluoroacetic acid (TFA) were purchased from Sigma‐Aldrich. Diisopropylethylamine (DIEA), 1‐[bis(dimethylamino)methylene]‐1H‐1,2,3‐triazolo[4,5‐b]pyridinium‐3‐oxidhexafluorophosphate (HATU), diisopropylcarbodiimide (DIC), Fmoc‐NHNH2, and triisopropylsilane (TIS) were purchased from Oakwood Chemical. 2′‐Chlorotritylchloride polystyrene resin (200–400 mesh) and all standard Fmoc‐protected amino acids were purchased from Bachem Americas. 4‐Methylpiperidine (4‐MePip) was purchased from TCI America. Dimethyl sulfide (DMS) and 4‐dimethylaminopyridine (DMAP) were purchased from AlfaAesar. TentaGel® XV trityl chloride resin (XV18130.031) was purchased from Rapp Polymere. Trityl‐OH ChemMatrix® (7–600‐1310) was purchased from Biotage. Diethyl ether (Et2O) and septa capped vials for storage under inert gas were purchased from Fisher Scientific. Methyl tert‐butyl ether (MTBE) was purchased from VWR.
3
Myrcene-Assisted Organic Synthesis
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β-Myrcene (My, technical grade) was
purchased from Sigma-Aldrich and transferred and stored in a Schlenk
tube over a dried molecular sieve (3 Å, general purpose grade)
under a nitrogen atmosphere. Anhydrous tetrahydrofuran, cyclohexane,
dioxane, diethyl ether, 2-methyltetrahydrofuran (2-MeTHF), and n-butyl lithium were purchased from Sigma-Aldrich. Squalane
was dried over molecular sieves (3 Å, general purpose grade)
under a nitrogen atmosphere. Methyl thioglycolate (95%), 3-mercaptopropionic
acid (≥99%), 3-mercapto-1-hexanol (99%), 1-thiyoglycerol (95%),
2-mercaptoethanol (≥99.0%), and 2,2-dimethoxy-2-phenylacetophenone
were used as received and purchased from Sigma-Aldrich.
purchased from Sigma-Aldrich and transferred and stored in a Schlenk
tube over a dried molecular sieve (3 Å, general purpose grade)
under a nitrogen atmosphere. Anhydrous tetrahydrofuran, cyclohexane,
dioxane, diethyl ether, 2-methyltetrahydrofuran (2-MeTHF), and n-butyl lithium were purchased from Sigma-Aldrich. Squalane
was dried over molecular sieves (3 Å, general purpose grade)
under a nitrogen atmosphere. Methyl thioglycolate (95%), 3-mercaptopropionic
acid (≥99%), 3-mercapto-1-hexanol (99%), 1-thiyoglycerol (95%),
2-mercaptoethanol (≥99.0%), and 2,2-dimethoxy-2-phenylacetophenone
were used as received and purchased from Sigma-Aldrich.
4
Synthesis of peptide compounds
5
Synthesis of Colloidal Nanocrystals
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Indium acetate (In(OAc), 99.99%, Sigma‐Aldrich), oleic acid (OA, 90%), hexane (95% anhydrous, Sigma‐Aldrich), 2‐methyltetrahydrofuran (2‐meTHF, 99.0% anhydrous, Sigma‐Aldrich), 2‐methylanisole (2‐MA, 99.0%, Sigma‐Aldrich), toluene (99.5%, Sigma‐Aldrich), 1,2‐ethanedithiol (EDT, 99.0%, Sigma‐Aldrich), ethanethiol (ET, 97%, Sigma‐Aldrich), chlorobenzene (CB, 99.8% anhydrous, Sigma‐Aldrich), acetonitrile (ACN, 99.5%, Sigma‐Aldrich), ethyl acetate (EA, 99.5%, Sigma‐Aldrich), chloroform (CF, 99.8%, Sigma‐Aldrich), butylamine (BTA, 99.5%, Sigma‐Aldrich), benzoic acid (BA, 99.5%, Sigma‐Aldrich), nitrosyl tetrafluoroborate (NOBF4, 95%, Sigma‐Aldrich), and dioctylamine (DOA, 97%, Sigma‐Aldrich) were purchased and used as received. The compounds 1‐octadecene (ODE, 90%, Alfa Aesar), octane (98%, Alfa Aesar), and 3‐mercaptopropionic acid (MPA, 99%, Alfa Aesar) were purchased and used without further purification. 1‐butanol (BuOH, 99.8%) was purchased from Junsei chemical, ME (99%) was purchased from Daejung, and Tris(trimethylsilyl)arsine ((TMSi)3As, 99%) was purchased from JSI Silicone and was distilled before use.
6
Synthesis of Sustainable Solvents
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Acetonitrile (HPLC grade, Merck, Germany), DMF, ethanol (HPLC grade), ethyl acetate, hexane, methanol (HPLC grade), glycerol, tetrahydrofuran (THF), toluene and common reagents were obtained from local suppliers. Cyrene from renewable cellulose was supported by Circa company (>99.0%, Australia). 2-Methyltetrahydrofuran (2-MeTHF) (purity >99.5%, biorenewable source) was purchased from Sigma Aldrich company, USA. TMO was synthesised in the laboratory according to the previous procedure. 12 Choline chloride (ChCl) (purity >98.0%), ethylene glycol (>99.5%) and 1,4-butanediol (99.0%) were obtained from Tokyo Chemical Industry, Japan.
7
Solid-Phase Peptide Synthesis Reagents
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N,N-Dimethylformamide (DMF), dichloromethane (DCM), acetonitrile (ACN), Oxyma Pure, ethanedithiol (EDT), 2methyltetrahydrofuran (2-MeTHF), and trifluoroacetic acid (TFA) were purchased from Sigma-Aldrich. Diisopropylethylamine (DIEA), 1-[bis(dimethylamino)methylene]-1H-1,2,3triazolo [4,5-b]pyridinium-3oxidhexafluorophosphate (HATU), diisopropylcarbodiimide (DIC), Fmoc-NHNH2, and triisopropylsilane (TIS) were purchased from Oakwood Chemical. 2'-Chlorotritylchloride polystyrene resin (200-400 mesh) and all standard Fmoc-protected amino acids were purchased from Bachem Americas. 4-Methylpiperidine (4-MePip) was purchased from TCI America. Dimethyl sulfide (DMS) and 4dimethylaminopyridine (DMAP) were purchased from AlfaAesar. TentaGel® XV trityl chloride resin (XV18130.031) was purchased from Rapp Polymere. Trityl-OH ChemMatrix® (7-600-1310) was purchased from Biotage. Diethyl ether (Et2O) and septa capped vials for storage under inert gas were purchased from Fisher Scientific. Methyl tert-butyl ether (MTBE) was purchased from VWR.
8
Immobilized Candida antarctica Lipase B
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Lipase from Candida antarctica type B, produced by the fermentation of genetically modified microorganisms, was a generous gift from Genofocus (Daejeon, Republic of Korea). The commercial preparation CalB-IMTM (Genofocus, Daejeon, Republic of Korea) contains lipase from Candida antarctica B, adsorbed onto a microporous ion-exchange resin. The silane precursors used for the sol-gel entrapment of the native lipase were tetramethoxysilane (TMOS) from Acros Organics (Geel, Belgium), while the silanes with epoxy functional groups, (3-glycidoxypropyl)trimethoxysilane (GPTMS) 99+% (product code SIG5840.1), (3-glycidoxypropyl)bis(trimethylsiloxy)methylsilane (GP(TMS)2MS) 97% (product code SIG5820.0) and 1,3-bis(glycidoxypropyl)tetramethyldisiloxane ((GP)2TMDSO) 97% (product code SIB1115.0) were purchased from Gelest (Morrisville, PA, USA). The other materials used were tris-(hydroxymethyl)-aminoethane, 2-propanol, 1-octyl-3-methyl-imidazolium tetrafluoroborate (OmimBF4), n-amyl alcohol, caproic acid, n-hexane, Coomassie Brilliant Blue G-250, bovine serum albumin (BSA), sodium fluoride, potassium fluoride, n-dodecane > 99%, fluorescein isothiocyanate (FITC), acetone, and 2-methyltetrahydrofuran (2-MeTHF), which were purchased from Merck.
9
Enzymatic Synthesis of Anisyl Propionate
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Novozym 435 was purchased from Novozyme (Denmark). Molecular sieves (2 mm granule dimension, 5 Å pore dimension) were purchased from Sigma-Aldrich (St. Louis, MO, USA). Anisyl alcohol, propionic acid, 2-Methyltetrahydrofuran (2-MeTHF), n-hexane, acetone, methyl tert-butyl ether (MTBE), dichloromethane, sodium bicarbonate and sodium sulphate were purchased from Merck (Germany). Anisyl propionate, used as standard, was previously synthesized in the Enzymology and Applied Biocatalysis Research Center, Cluj Napoca. All solvents and reagents were freshly distilled and dried by standard methods before use.
Reactions were incubated under shaking using a Vibramax 110 equipped with a temperature-control module (Heidolph). The enzymatic reactions were monitored using an Agilent HPLC 1206 Infinity series (Santa Clara, CA, USA), equipped with a UV-Vis detector, using a Phenomenex Gemini NX-C18 (150 × 4.5 mm; 5 µm) chromatographic column.
Reactions were incubated under shaking using a Vibramax 110 equipped with a temperature-control module (Heidolph). The enzymatic reactions were monitored using an Agilent HPLC 1206 Infinity series (Santa Clara, CA, USA), equipped with a UV-Vis detector, using a Phenomenex Gemini NX-C18 (150 × 4.5 mm; 5 µm) chromatographic column.
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