(2S,3aS,7aS)-1-((S)-6-Benzyloxycarbonylamino-2-hydroxy-hexanoyl)-octahydro-indole-2-carboxylic acid ethyl ester

Base Information

• Chemical Name: (2S,3aS,7aS)-1-((S)-6-Benzyloxycarbonylamino-2-hydroxy-hexanoyl)-octahydro-indole-2-carboxylic acid ethyl ester
• CAS No.: 126110-92-7
• Molecular Formula: C₂₅H₃₆N₂O₆
• Molecular Weight: 460.571
• Mol file: 126110-92-7.mol

Synonyms:(2S,3aS,7aS)-1-((S)-6-Benzyloxycarbonylamino-2-hydroxy-hexanoyl)-octahydro-indole-2-carboxylic acid ethyl ester

Chemical Property of (2S,3aS,7aS)-1-((S)-6-Benzyloxycarbonylamino-2-hydroxy-hexanoyl)-octahydro-indole-2-carboxylic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3aS,7aS)-1-((S)-6-Benzyloxycarbonylamino-2-hydroxy-hexanoyl)-octahydro-indole-2-carboxylic acid ethyl ester

There total 1 articles about (2S,3aS,7aS)-1-((S)-6-Benzyloxycarbonylamino-2-hydroxy-hexanoyl)-octahydro-indole-2-carboxylic acid ethyl 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: 78.0%

(S)-6-[[(Phenylmethoxy)carbonyl]amino]-2-hydroxyhexanoic acid (59221-35-1) + ethyl (2S,3aS,7aS)-octahydro-1H-indole-2-carboxylate hydrochloride (82864-25-3,79799-34-1) → (2S,3aS,7aS)-1-((S)-6-Benzyloxycarbonylamino-2-hydroxy-hexanoyl)-octahydro-indole-2-carboxylic acid ethyl ester (126110-92-7)

Guidance literature:

With benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; for 2h; Ambient temperature;

DOI:10.1021/jm00167a028

Reference yield:

(2S,3aS,7aS)-1-((S)-6-Benzyloxycarbonylamino-2-hydroxy-hexanoyl)-octahydro-indole-2-carboxylic acid ethyl ester (126110-92-7) → (2S,3aS,7aS)-1-{(S)-6-Amino-2-[hydroxy-(4-phenyl-butyl)-phosphinoyloxy]-hexanoyl}-octahydro-indole-2-carboxylic acid (126110-40-5)

Guidance literature:

Multi-step reaction with 3 steps

1: N,N'-dicyclohexylcarbodiimide, 4-(dimethylamino)pyridine / tetrahydrofuran / 2 h / Ambient temperature

2: NaIO₄ / dioxane; H₂O / 16 h / Ambient temperature

3: H₂ / 20percent Pd(OH)2/C / methanol / 2 h

With dmap; sodium periodate; hydrogen; dicyclohexyl-carbodiimide; palladium dihydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; water;

DOI:10.1021/jm00167a028

Reference yield:

(2S,3aS,7aS)-1-((S)-6-Benzyloxycarbonylamino-2-hydroxy-hexanoyl)-octahydro-indole-2-carboxylic acid ethyl ester (126110-92-7) → (2S,3aS,7aS)-1-{(S)-6-Benzyloxycarbonylamino-2-[hydroxy-(4-phenyl-butyl)-phosphinoyloxy]-hexanoyl}-octahydro-indole-2-carboxylic acid ethyl ester (126110-69-8)

Guidance literature:

Multi-step reaction with 2 steps

1: N,N'-dicyclohexylcarbodiimide, 4-(dimethylamino)pyridine / tetrahydrofuran / 2 h / Ambient temperature

2: NaIO₄ / dioxane; H₂O / 16 h / Ambient temperature

With dmap; sodium periodate; dicyclohexyl-carbodiimide; In tetrahydrofuran; 1,4-dioxane; water;

DOI:10.1021/jm00167a028

upstream raw materials:

(S)-6-[[(Phenylmethoxy)carbonyl]amino]-2-hydroxyhexanoic acid

ethyl (2S,3aS,7aS)-octahydro-1H-indole-2-carboxylate hydrochloride

Downstream raw materials:

(2S,3aS,7aS)-1-{(S)-6-Amino-2-[hydroxy-(4-phenyl-butyl)-phosphinoyloxy]-hexanoyl}-octahydro-indole-2-carboxylic acid

(2S,3aS,7aS)-1-{(S)-6-Benzyloxycarbonylamino-2-[hydroxy-(4-phenyl-butyl)-phosphinoyloxy]-hexanoyl}-octahydro-indole-2-carboxylic acid ethyl ester