methyl 3α-azido-12α-N-(o-nitrobenzenesulfonyl)amino-7α-[N-(t-butyloxycarbonyl)-amino]-5β-cholan-24-oate

Base Information

Chemical Name:methyl 3α-azido-12α-N-(o-nitrobenzenesulfonyl)amino-7α-[N-(t-butyloxycarbonyl)-amino]-5β-cholan-24-oate
CAS No.:820216-75-9
Molecular Formula:C₃₆H₅₄N₆O₈S
Molecular Weight:730.926
Hs Code.:

Synonyms:methyl 3α-azido-12α-N-(o-nitrobenzenesulfonyl)amino-7α-[N-(t-butyloxycarbonyl)-amino]-5β-cholan-24-oate

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Chemical Property of methyl 3α-azido-12α-N-(o-nitrobenzenesulfonyl)amino-7α-[N-(t-butyloxycarbonyl)-amino]-5β-cholan-24-oate

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Technology Process of methyl 3α-azido-12α-N-(o-nitrobenzenesulfonyl)amino-7α-[N-(t-butyloxycarbonyl)-amino]-5β-cholan-24-oate

There total 1 articles about methyl 3α-azido-12α-N-(o-nitrobenzenesulfonyl)amino-7α-[N-(t-butyloxycarbonyl)-amino]-5β-cholan-24-oate 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: 90.0%

: 820216-78-2
methyl 3α-azido-7α-amino-12α-[N-(o-nitrobenzenesulfonyl)amino]-5β-cholan-24-oate

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

: 820216-75-9
methyl 3α-azido-12α-N-(o-nitrobenzenesulfonyl)amino-7α-[N-(t-butyloxycarbonyl)-amino]-5β-cholan-24-oate

Guidance literature:: With sodium hydrogencarbonate; In tetrahydrofuran; at 20 ℃; for 96h;
DOI:10.1039/b412298d

Reference yield:

: 820216-75-9
methyl 3α-azido-12α-N-(o-nitrobenzenesulfonyl)amino-7α-[N-(t-butyloxycarbonyl)-amino]-5β-cholan-24-oate

: 820216-84-0
(R)-4-{(3R,5R,7R,8R,9S,10S,12S,13R,14S,17R)-7-Amino-3-azido-12-[(S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-phenyl-propionylamino]-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl}-pentanoic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 80 percent / PhSH; Cs₂CO₃ / dimethylformamide / 55 °C

2: 60 percent / TBTU; HOBt; DIPEA / dimethylformamide; CH₂Cl₂ / 24 h / 20 °C

3: 95 percent / TFA / CH₂Cl₂ / 2 h / 0 °C

With benzotriazol-1-ol; caesium carbonate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; thiophenol; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/b412298d

Reference yield:

: 820216-75-9
methyl 3α-azido-12α-N-(o-nitrobenzenesulfonyl)amino-7α-[N-(t-butyloxycarbonyl)-amino]-5β-cholan-24-oate

: 820216-80-6
(R)-4-{(3R,5R,7R,8R,9S,10S,12S,13R,14S,17R)-3-Azido-7-tert-butoxycarbonylamino-12-[(S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-phenyl-propionylamino]-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl}-pentanoic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 80 percent / PhSH; Cs₂CO₃ / dimethylformamide / 55 °C

2: 60 percent / TBTU; HOBt; DIPEA / dimethylformamide; CH₂Cl₂ / 24 h / 20 °C

With benzotriazol-1-ol; caesium carbonate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; thiophenol; N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/b412298d