(2S,3aS,6R,7aS)-methyl-1-((2R,3S)-2-((R)-3-(4-(benzyloxy)phenyl)-2-((triisopropylsilyl)oxy)propanamido)-3-methylpentanoyl)-6-hydroxyoctahydro-1H-indole-2-carboxylate

Base Information

Chemical Name:(2S,3aS,6R,7aS)-methyl-1-((2R,3S)-2-((R)-3-(4-(benzyloxy)phenyl)-2-((triisopropylsilyl)oxy)propanamido)-3-methylpentanoyl)-6-hydroxyoctahydro-1H-indole-2-carboxylate
CAS No.:1412914-81-8
Molecular Formula:C₄₁H₆₂N₂O₇Si
Molecular Weight:723.038
Hs Code.:

(2S,3aS,6R,7aS)-methyl-1-((2R,3S)-2-((R)-3-(4-(benzyloxy)phenyl)-2-((triisopropylsilyl)oxy)propanamido)-3-methylpentanoyl)-6-hydroxyoctahydro-1H-indole-2-carboxylate

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Chemical Property of (2S,3aS,6R,7aS)-methyl-1-((2R,3S)-2-((R)-3-(4-(benzyloxy)phenyl)-2-((triisopropylsilyl)oxy)propanamido)-3-methylpentanoyl)-6-hydroxyoctahydro-1H-indole-2-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of (2S,3aS,6R,7aS)-methyl-1-((2R,3S)-2-((R)-3-(4-(benzyloxy)phenyl)-2-((triisopropylsilyl)oxy)propanamido)-3-methylpentanoyl)-6-hydroxyoctahydro-1H-indole-2-carboxylate

There total 10 articles about (2S,3aS,6R,7aS)-methyl-1-((2R,3S)-2-((R)-3-(4-(benzyloxy)phenyl)-2-((triisopropylsilyl)oxy)propanamido)-3-methylpentanoyl)-6-hydroxyoctahydro-1H-indole-2-carboxylate 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:

: C₃₁H₄₇NO₅Si

: 373368-56-0
Methyl (2S,3aS,6R,7aS)-6-hydroxy-octahydroindole-2-carboxylate

: 1412914-81-8
(2S,3aS,6R,7aS)-methyl-1-((2R,3S)-2-((R)-3-(4-(benzyloxy)phenyl)-2-((triisopropylsilyl)oxy)propanamido)-3-methylpentanoyl)-6-hydroxyoctahydro-1H-indole-2-carboxylate

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 6h; Inert atmosphere;
DOI:10.1021/ja309947n

Reference yield:

: 1412914-77-2
6-hydroxy-2,3,5,6,7,7a-hexahydro-1-benzylindole-2-carboxylic acid methyl ester

: 1412914-81-8
(2S,3aS,6R,7aS)-methyl-1-((2R,3S)-2-((R)-3-(4-(benzyloxy)phenyl)-2-((triisopropylsilyl)oxy)propanamido)-3-methylpentanoyl)-6-hydroxyoctahydro-1H-indole-2-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 5%-palladium/activated carbon; hydrogen / 18 h / 20 °C / Inert atmosphere

2: triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 6 h / 0 - 20 °C / Inert atmosphere

With 5%-palladium/activated carbon; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In N,N-dimethyl-formamide;
DOI:10.1021/ja309947n

Reference yield:

: (2R,3S)-ethyl 3-(4-(benzyloxy)phenyl)-2,3-dihydroxypropanoate

: 1412914-81-8
(2S,3aS,6R,7aS)-methyl-1-((2R,3S)-2-((R)-3-(4-(benzyloxy)phenyl)-2-((triisopropylsilyl)oxy)propanamido)-3-methylpentanoyl)-6-hydroxyoctahydro-1H-indole-2-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1.1: trifluoroacetic acid; triethylsilane / dichloromethane / 18 h / 0 - 20 °C / Inert atmosphere

2.1: dmap; 1H-imidazole / dichloromethane / 24 h / 20 °C / Inert atmosphere

3.1: water; lithium hydroxide / methanol; tetrahydrofuran / 24 h / 20 °C / Inert atmosphere

4.1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / N,N-dimethyl-formamide / 0.33 h / 0 °C / Inert atmosphere

4.2: 40 h / 20 °C / Inert atmosphere

5.1: water; lithium hydroxide / methanol; tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

6.1: triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 6 h / 0 - 20 °C / Inert atmosphere

With 1H-imidazole; triethylsilane; dmap; water; benzotriazol-1-ol; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; lithium hydroxide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja309947n