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

Base Information

• Chemical Name: (2S,3aS,7aS)-1-{(S)-6-Amino-2-[hydroxy-(4-phenyl-butyl)-phosphinoyloxy]-hexanoyl}-octahydro-indole-2-carboxylic acid
• CAS No.: 126110-40-5
• Molecular Formula: C₂₅H₃₉N₂O₆P
• Molecular Weight: 494.568
• Mol file: 126110-40-5.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

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

(2S,3aS,7aS)-1-{(S)-6-Benzyloxycarbonylamino-2-[hydroxy-(4-phenyl-butyl)-phosphinoyloxy]-hexanoyl}-octahydro-indole-2-carboxylic acid ethyl ester (126110-69-8) → (2S,3aS,7aS)-1-{(S)-6-Amino-2-[hydroxy-(4-phenyl-butyl)-phosphinoyloxy]-hexanoyl}-octahydro-indole-2-carboxylic acid (126110-40-5)

Guidance literature:

With hydrogen; palladium dihydroxide; In methanol; for 2h; Yield given;

DOI:10.1021/jm00167a028

Reference yield:

(4-phenylbutyl)phosphinic acid (86552-32-1) → (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:

(S)-6-[[(Phenylmethoxy)carbonyl]amino]-2-hydroxyhexanoic acid (59221-35-1) → (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 4 steps

1: 78 percent / triethylamine, hydroxybenzotriazole, N,N'-dicylohexylcarbodiimide / tetrahydrofuran / 2 h / Ambient temperature

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

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

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

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

DOI:10.1021/jm00167a028

upstream raw materials:

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

(4-phenylbutyl)phosphinic acid

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

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