methyl (3R,6R,9S)-9-(tert-butoxycarbonylamino)-7-methyl-6-<(2-bromo-1H-indol-3-yl)methyl>-3-<4-(tert-butyldimethylsilyloxy)phenyl>-5,8-dioxo-4,7-diazadecanoate

Base Information

Chemical Name:methyl (3R,6R,9S)-9-(tert-butoxycarbonylamino)-7-methyl-6-<(2-bromo-1H-indol-3-yl)methyl>-3-<4-(tert-butyldimethylsilyloxy)phenyl>-5,8-dioxo-4,7-diazadecanoate
CAS No.:161925-57-1
Molecular Formula:C₃₆H₅₁BrN₄O₇Si
Molecular Weight:759.813
Hs Code.:

methyl (3R,6R,9S)-9-(tert-butoxycarbonylamino)-7-methyl-6-<(2-bromo-1H-indol-3-yl)methyl>-3-<4-(tert-butyldimethylsilyloxy)phenyl>-5,8-dioxo-4,7-diazadecanoate

Synonyms:methyl (3R,6R,9S)-9-(tert-butoxycarbonylamino)-7-methyl-6-<(2-bromo-1H-indol-3-yl)methyl>-3-<4-(tert-butyldimethylsilyloxy)phenyl>-5,8-dioxo-4,7-diazadecanoate

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Chemical Property of methyl (3R,6R,9S)-9-(tert-butoxycarbonylamino)-7-methyl-6-<(2-bromo-1H-indol-3-yl)methyl>-3-<4-(tert-butyldimethylsilyloxy)phenyl>-5,8-dioxo-4,7-diazadecanoate

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Technology Process of methyl (3R,6R,9S)-9-(tert-butoxycarbonylamino)-7-methyl-6-<(2-bromo-1H-indol-3-yl)methyl>-3-<4-(tert-butyldimethylsilyloxy)phenyl>-5,8-dioxo-4,7-diazadecanoate

There total 10 articles about methyl (3R,6R,9S)-9-(tert-butoxycarbonylamino)-7-methyl-6-<(2-bromo-1H-indol-3-yl)methyl>-3-<4-(tert-butyldimethylsilyloxy)phenyl>-5,8-dioxo-4,7-diazadecanoate 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%

: 131791-79-2
(2,R,5S)-5-(tert-butoxycarbonylamino)-3-methyl-2-<(2-bromo-1H-indol-3-yl)methyl>-4-oxo-3-azahexanoic acid

: 161925-45-7
methyl (R)-3-amino-3-<4-(tert-butyldimethylsiloxy)phenyl>propanoate

: 161925-57-1
methyl (3R,6R,9S)-9-(tert-butoxycarbonylamino)-7-methyl-6-<(2-bromo-1H-indol-3-yl)methyl>-3-<4-(tert-butyldimethylsilyloxy)phenyl>-5,8-dioxo-4,7-diazadecanoate

Guidance literature:: With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In tetrahydrofuran; for 15h; Ambient temperature;
DOI:10.1055/s-1995-3870

Reference yield:

: 3943-97-3
methyl 4-hydroxycinnamate

: 161925-57-1
methyl (3R,6R,9S)-9-(tert-butoxycarbonylamino)-7-methyl-6-<(2-bromo-1H-indol-3-yl)methyl>-3-<4-(tert-butyldimethylsilyloxy)phenyl>-5,8-dioxo-4,7-diazadecanoate

Guidance literature:: Multi-step reaction with 4 steps

1: 96 percent / imidazole / dimethylformamide / 1 h / 0 °C

2: 1.) BuLi / 1.) THF, hexane, 0 deg C, 15 min, 2.) THF, -78 deg C, 20 min

3: 90 percent / H₂ / 5percent PdC / tetrahydrofuran; acetic acid / 21 h / 33602700 Torr / Ambient temperature

4: 89 percent / HOBT, DCC / tetrahydrofuran / 15 h / Ambient temperature

With 1H-imidazole; n-butyllithium; hydrogen; benzotriazol-1-ol; dicyclohexyl-carbodiimide; dipyridinium dichromate; In tetrahydrofuran; acetic acid; N,N-dimethyl-formamide;
DOI:10.1055/s-1995-3870

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 161925-57-1
methyl (3R,6R,9S)-9-(tert-butoxycarbonylamino)-7-methyl-6-<(2-bromo-1H-indol-3-yl)methyl>-3-<4-(tert-butyldimethylsilyloxy)phenyl>-5,8-dioxo-4,7-diazadecanoate

Guidance literature:: Multi-step reaction with 4 steps

1: 96 percent / imidazole / dimethylformamide / 1 h / 0 °C

2: 1.) BuLi / 1.) THF, hexane, 0 deg C, 15 min, 2.) THF, -78 deg C, 20 min

3: 90 percent / H₂ / 5percent PdC / tetrahydrofuran; acetic acid / 21 h / 33602700 Torr / Ambient temperature

4: 89 percent / HOBT, DCC / tetrahydrofuran / 15 h / Ambient temperature

With 1H-imidazole; n-butyllithium; hydrogen; benzotriazol-1-ol; dicyclohexyl-carbodiimide; dipyridinium dichromate; In tetrahydrofuran; acetic acid; N,N-dimethyl-formamide;
DOI:10.1055/s-1995-3870