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ChemicalBook CAS DataBase List CHOLIC ACID METHYL ESTER
1448-36-8

CHOLIC ACID METHYL ESTER synthesis

11synthesis methods
-

Yield:1448-36-8 100%

Reaction Conditions:

with diazomethyl-trimethyl-silane in methanol;toluene at 20; for 2 h;

Steps:

1. General procedure for preparation of compound 2

To a solution of compound 1 (2.0 g, 4.9 mmol) in PhCH3/MeOH (30 ml, V/V=2:1), TMSCHN2(3.67 ml, 7.34 mmol) was added and stirred at 20 °C for 2 h. TLC (MeOH/DCM= 1:10) showed compound 1 was consumed and a new spot was detected. The mixture was concentrated to give compound 2 (2.08 g, 100%) as a white foam solid. HNMR (400MHz, CDCl3) δ (ppm): 3.98 (m, 1H, C12-H), 3.85 (m, 1H, C7-H), 3.45 (m, 1H,C3-H), 3.66 (s, 3H, OCH3), 0.98 (d, 3H, 21-Me), 0.89 (s, 3H, 19-Me), 0.69 (s, 3H, 18-Me).

References:

Thakare, Rhishikesh;Gao, Hongying;Kosa, Rachel E.;Bi, Yi-An;Varma, Manthena V. S.;Cerny, Matthew A.;Sharma, Raman;Kuhn, Max;Huang, Bingshou;Liu, Yiping;Yu, Aijia;Walker, Gregory S.;Niosi, Mark;Tremaine, Larry;Alnouti, Yazen;Rodrigues, A. David [Drug Metabolism and Disposition,2017,vol. 45,# 7,p. 721 - 733] Location in patent:supporting information

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