Benzoic acid (R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3-allyloxycarbonylamino-12-amino-7-(9H-fluoren-9-ylmethoxycarbonylamino)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentyl ester

Base Information

Chemical Name:Benzoic acid (R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3-allyloxycarbonylamino-12-amino-7-(9H-fluoren-9-ylmethoxycarbonylamino)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentyl ester
CAS No.:307951-04-8
Molecular Formula:C₅₀H₆₃N₃O₆
Molecular Weight:802.067
Hs Code.:

Benzoic acid (R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3-allyloxycarbonylamino-12-amino-7-(9H-fluoren-9-ylmethoxycarbonylamino)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentyl ester

Synonyms:Benzoic acid (R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3-allyloxycarbonylamino-12-amino-7-(9H-fluoren-9-ylmethoxycarbonylamino)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentyl ester

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Chemical Property of Benzoic acid (R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3-allyloxycarbonylamino-12-amino-7-(9H-fluoren-9-ylmethoxycarbonylamino)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentyl ester

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Technology Process of Benzoic acid (R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3-allyloxycarbonylamino-12-amino-7-(9H-fluoren-9-ylmethoxycarbonylamino)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentyl ester

There total 15 articles about Benzoic acid (R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3-allyloxycarbonylamino-12-amino-7-(9H-fluoren-9-ylmethoxycarbonylamino)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentyl 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: 99.0%

: 307950-93-2
Benzoic acid (R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3-allyloxycarbonylamino-12-tert-butoxycarbonylamino-7-(9H-fluoren-9-ylmethoxycarbonylamino)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentyl ester

: 307951-04-8
Benzoic acid (R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3-allyloxycarbonylamino-12-amino-7-(9H-fluoren-9-ylmethoxycarbonylamino)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentyl ester

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2h;
DOI:10.1021/ol006336v

Reference yield:

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

: 307951-04-8
Benzoic acid (R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3-allyloxycarbonylamino-12-amino-7-(9H-fluoren-9-ylmethoxycarbonylamino)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentyl ester

Guidance literature:: Multi-step reaction with 14 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

11: 94 percent / diisopropylethylamine / CH₂Cl₂ / 20 °C

12: 84 percent / p-toluenesulfonic acid / CH₂Cl₂ / 1 h / 20 °C

13: 98 percent / Et₃N; DMAP / CH₂Cl₂ / 6 h / 20 °C

14: 99 percent / TFA / CH₂Cl₂ / 2 h / 20 °C

With pyridine; dmap; dipyridinium dichromate; 4 A molecular sieve; hydroxylamine hydrochloride; hydrogen; sodium acetate; sodium; toluene-4-sulfonic acid; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; 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 / 11: Acylation / 12: detritylation / 13: Addition / 14: Hydrolysis;
DOI:10.1021/ol006336v

Reference yield:

: 307950-89-6
(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-12-Amino-17-((R)-4-hydroxy-1-methyl-butyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthrene-3,7-diol

: 307951-04-8
Benzoic acid (R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3-allyloxycarbonylamino-12-amino-7-(9H-fluoren-9-ylmethoxycarbonylamino)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentyl ester

Guidance literature:: Multi-step reaction with 10 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

7: 94 percent / diisopropylethylamine / CH₂Cl₂ / 20 °C

8: 84 percent / p-toluenesulfonic acid / CH₂Cl₂ / 1 h / 20 °C

9: 98 percent / Et₃N; DMAP / CH₂Cl₂ / 6 h / 20 °C

10: 99 percent / TFA / CH₂Cl₂ / 2 h / 20 °C

With pyridine; dmap; dipyridinium dichromate; 4 A molecular sieve; hydroxylamine hydrochloride; hydrogen; sodium acetate; toluene-4-sulfonic acid; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; platinum(IV) oxide; In tetrahydrofuran; ethanol; dichloromethane; acetic acid; 1: Acylation / 2: Substitution / 3: Oxidation / 4: Condensation / 5: Reduction / 6: Acylation / 7: Acylation / 8: detritylation / 9: Addition / 10: Hydrolysis;
DOI:10.1021/ol006336v