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

Base Information

Chemical Name:[(3R,5R,7R,8R,9S,10S,12S,13R,14S,17R)-7-Amino-12-tert-butoxycarbonylamino-10,13-dimethyl-17-((R)-1-methyl-4-trityloxy-butyl)-hexadecahydro-cyclopenta[a]phenanthren-3-yl]-carbamic acid allyl ester
CAS No.:307950-92-1
Molecular Formula:C₅₂H₇₁N₃O₅
Molecular Weight:818.153
Hs Code.:

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

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

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

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

There total 11 articles about [(3R,5R,7R,8R,9S,10S,12S,13R,14S,17R)-7-Amino-12-tert-butoxycarbonylamino-10,13-dimethyl-17-((R)-1-methyl-4-trityloxy-butyl)-hexadecahydro-cyclopenta[a]phenanthren-3-yl]-carbamic acid allyl 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: 89.0%

: 2937-50-0
Allyl chloroformate

: 307950-91-0
[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7-Diamino-10,13-dimethyl-17-((R)-1-methyl-4-trityloxy-butyl)-hexadecahydro-cyclopenta[a]phenanthren-12-yl]-carbamic acid tert-butyl ester

: 307950-92-1
[(3R,5R,7R,8R,9S,10S,12S,13R,14S,17R)-7-Amino-12-tert-butoxycarbonylamino-10,13-dimethyl-17-((R)-1-methyl-4-trityloxy-butyl)-hexadecahydro-cyclopenta[a]phenanthren-3-yl]-carbamic acid allyl ester

Guidance literature:: With pyridine; In tetrahydrofuran; at 20 ℃;
DOI:10.1021/ol006336v

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 307950-92-1
[(3R,5R,7R,8R,9S,10S,12S,13R,14S,17R)-7-Amino-12-tert-butoxycarbonylamino-10,13-dimethyl-17-((R)-1-methyl-4-trityloxy-butyl)-hexadecahydro-cyclopenta[a]phenanthren-3-yl]-carbamic acid allyl ester

Guidance literature:: Multi-step reaction with 6 steps

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

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

3: 97 percent / pyridinium dichromate; 4A sieves / CH₂Cl₂ / 20 h / 20 °C

4: 97 percent / hydroxylamine hydrochloride; NaOAc / aq. ethanol / 22 h / Heating

5: 38 percent / H₂ / PtO₂ / acetic acid / 144 h / 20 °C / 46544.6 Torr

6: 89 percent / pyridine / tetrahydrofuran / 20 °C

With pyridine; dmap; dipyridinium dichromate; 4 A molecular sieve; hydroxylamine hydrochloride; hydrogen; sodium acetate; triethylamine; platinum(IV) oxide; In tetrahydrofuran; ethanol; dichloromethane; acetic acid; 1: Acylation / 2: Substitution / 3: Oxidation / 4: Condensation / 5: Reduction / 6: Acylation;
DOI:10.1021/ol006336v

Reference yield:

: 3758-71-2
3α,7α,12α-trihydroxycholan-24-ol

: 307950-92-1
[(3R,5R,7R,8R,9S,10S,12S,13R,14S,17R)-7-Amino-12-tert-butoxycarbonylamino-10,13-dimethyl-17-((R)-1-methyl-4-trityloxy-butyl)-hexadecahydro-cyclopenta[a]phenanthren-3-yl]-carbamic acid allyl ester

Guidance literature:: Multi-step reaction with 10 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

7: 97 percent / pyridinium dichromate; 4A sieves / CH₂Cl₂ / 20 h / 20 °C

8: 97 percent / hydroxylamine hydrochloride; NaOAc / aq. ethanol / 22 h / Heating

9: 38 percent / H₂ / PtO₂ / acetic acid / 144 h / 20 °C / 46544.6 Torr

10: 89 percent / pyridine / tetrahydrofuran / 20 °C

With pyridine; dmap; dipyridinium dichromate; 4 A molecular sieve; hydroxylamine hydrochloride; hydrogen; sodium acetate; sodium; triethylamine; platinum(IV) oxide; In tetrahydrofuran; propan-1-ol; ethanol; dichloromethane; acetic acid; 1: Acetylation / 2: Oxidation / 3: Condensation / 4: Reduction / 5: Acylation / 6: Substitution / 7: Oxidation / 8: Condensation / 9: Reduction / 10: Acylation;
DOI:10.1021/ol006336v