[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7-Dihydroxy-10,13-dimethyl-17-((R)-1-methyl-4-trityloxy-butyl)-hexadecahydro-cyclopenta[a]phenanthren-12-yl]-carbamic acid tert-butyl ester

Base Information

• Chemical Name: [(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7-Dihydroxy-10,13-dimethyl-17-((R)-1-methyl-4-trityloxy-butyl)-hexadecahydro-cyclopenta[a]phenanthren-12-yl]-carbamic acid tert-butyl ester
• CAS No.: 307950-90-9
• Molecular Formula: C₄₈H₆₅NO₅
• Molecular Weight: 736.048
• Mol file: 307950-90-9.mol

Synonyms:[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7-Dihydroxy-10,13-dimethyl-17-((R)-1-methyl-4-trityloxy-butyl)-hexadecahydro-cyclopenta[a]phenanthren-12-yl]-carbamic acid tert-butyl ester

Chemical Property of [(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7-Dihydroxy-10,13-dimethyl-17-((R)-1-methyl-4-trityloxy-butyl)-hexadecahydro-cyclopenta[a]phenanthren-12-yl]-carbamic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7-Dihydroxy-10,13-dimethyl-17-((R)-1-methyl-4-trityloxy-butyl)-hexadecahydro-cyclopenta[a]phenanthren-12-yl]-carbamic acid tert-butyl ester

There total 7 articles about [(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7-Dihydroxy-10,13-dimethyl-17-((R)-1-methyl-4-trityloxy-butyl)-hexadecahydro-cyclopenta[a]phenanthren-12-yl]-carbamic acid tert-butyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 78.0%

trityl chloride (76-83-5) + [(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7-Dihydroxy-17-((R)-4-hydroxy-1-methyl-butyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-12-yl]-carbamic acid tert-butyl ester (307950-99-8) → [(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7-Dihydroxy-10,13-dimethyl-17-((R)-1-methyl-4-trityloxy-butyl)-hexadecahydro-cyclopenta[a]phenanthren-12-yl]-carbamic acid tert-butyl ester (307950-90-9)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 20 ℃; for 20h;

DOI:10.1021/ol006336v

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → [(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7-Dihydroxy-10,13-dimethyl-17-((R)-1-methyl-4-trityloxy-butyl)-hexadecahydro-cyclopenta[a]phenanthren-12-yl]-carbamic acid tert-butyl ester (307950-90-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / Et₃N / CH₂Cl₂ / 20 h / 20 °C

2: 78 percent / DMAP; Et₃N / CH₂Cl₂ / 20 h / 20 °C

With dmap; triethylamine; In dichloromethane; 1: Acylation / 2: Substitution;

DOI:10.1021/ol006336v

Reference yield:

3α,7α,12α-trihydroxycholan-24-ol (3758-71-2) → [(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7-Dihydroxy-10,13-dimethyl-17-((R)-1-methyl-4-trityloxy-butyl)-hexadecahydro-cyclopenta[a]phenanthren-12-yl]-carbamic acid tert-butyl ester (307950-90-9)

Guidance literature:

Multi-step reaction with 6 steps

1: 87 percent / DMAP; triethylamine / CH₂Cl₂ / 24 h / 20 °C

2: 99 percent / pyridinium dichromate; 4A sieves / CH₂Cl₂ / 20 h / 20 °C

3: 100 percent / hydroxylamine hydrochloride; NaOAc / aq. ethanol / 15 h / Heating

4: 96 percent / Na / propan-1-ol / 20 h / Heating

5: 93 percent / Et₃N / CH₂Cl₂ / 20 h / 20 °C

6: 78 percent / DMAP; Et₃N / CH₂Cl₂ / 20 h / 20 °C

With dmap; dipyridinium dichromate; 4 A molecular sieve; hydroxylamine hydrochloride; sodium acetate; sodium; triethylamine; In propan-1-ol; ethanol; dichloromethane; 1: Acetylation / 2: Oxidation / 3: Condensation / 4: Reduction / 5: Acylation / 6: Substitution;

DOI:10.1021/ol006336v

upstream raw materials:

trityl chloride

[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7-Dihydroxy-17-((R)-4-hydroxy-1-methyl-butyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-12-yl]-carbamic acid tert-butyl ester

di-tert-butyl dicarbonate

3α,7α,12α-trihydroxycholan-24-ol

Downstream raw materials:

benzoic acid 4-[7-(2-tert-butoxycarbonylamino-acetylamino)-12-(2-tert-butoxycarbonylamino-3-phenyl-propionylamino)-3-(2-tert-butoxycarbonylamino-propionylamino)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentyl ester

benzoic acid 4-[3-allyloxycarbonylamino-12-(2-tert-butoxycarbonylamino-3-phenyl-propionylamino)-7-(9H-fluoren-9-ylmethoxycarbonylamino)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentyl ester

[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-12-tert-Butoxycarbonylamino-7-(9H-fluoren-9-ylmethoxycarbonylamino)-10,13-dimethyl-17-((R)-1-methyl-4-trityloxy-butyl)-hexadecahydro-cyclopenta[a]phenanthren-3-yl]-carbamic acid allyl ester

benzoic acid 4-[3-allyloxycarbonylamino-7-(2-tert-butoxycarbonylamino-acetylamino)-12-(2-tert-butoxycarbonylamino-3-phenyl-propionylamino)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentyl ester