Synthesis and Characterization of a Hyodeoxycholic Acid Conjugate
Corresponding Organization :
Other organizations : University of Auckland, Inserm, Aix-Marseille Université, Molécules de Communication et Adaptation des Micro-organismes, Centre National de la Recherche Scientifique
Variable analysis
- Hyodeoxycholic acid (0.050 g, 0.127 mmol)
- Di-tert-butyl butane-1,4-diylbis((3-aminopropyl)carbamate) (6a) (0.026 g, 0.0637 mmol)
- PyBop (0.073 g, 0.140 mmol)
- DIPEA (0.067 mL, 0.382 mmol)
- Di-tert-butyl butane-1,4-diylbis((3-((R)-4-((3R,5R,6S,8S,9S,10R,13R,14S,17R)-3,6-dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanamido)propyl)carbamate) (0.056 g, 76%)
- Di-TFA salt 7a (0.034 g, 71%)
- [α]D20.3 = +3 (c = 0.1, MeOH)
- Rf (RP-18, 10% aq. HCl:MeOH 1:3) 0.17
- IR (ATR) νmax 3339, 2941, 1635, 1455, 1202, 1139, 1027 cm−1
- 1H NMR (DMSO-d6, 400 MHz)
- 13C NMR (DMSO-d6, 100 MHz)
- (+)-HRESIMS [M + H]+ m/z 951.7873 (calcd for C58H103N4O6, 951.7872)
- Reaction solvent (DMF, 2 mL)
- Reaction conditions (Following general procedure A and C)
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