(2S,3aS,7aS)-1-((R)-4-Benzyloxycarbonylamino-4-ethoxycarbonyl-butyryl)-octahydro-indole-2-carboxylic acid ethyl ester

Base Information

• Chemical Name: (2S,3aS,7aS)-1-((R)-4-Benzyloxycarbonylamino-4-ethoxycarbonyl-butyryl)-octahydro-indole-2-carboxylic acid ethyl ester
• CAS No.: 119741-18-3
• Molecular Formula: C₂₆H₃₆N₂O₇
• Molecular Weight: 488.581
• Mol file: 119741-18-3.mol

Synonyms:

Chemical Property of (2S,3aS,7aS)-1-((R)-4-Benzyloxycarbonylamino-4-ethoxycarbonyl-butyryl)-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-((R)-4-Benzyloxycarbonylamino-4-ethoxycarbonyl-butyryl)-octahydro-indole-2-carboxylic acid ethyl ester

There total 1 articles about (2S,3aS,7aS)-1-((R)-4-Benzyloxycarbonylamino-4-ethoxycarbonyl-butyryl)-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:

ethyl (2S,3aS,7aS)-octahydro-1H-indole-2-carboxylate hydrochloride (82864-25-3,79799-34-1) + α-ethyl D-N-carbobenzoxyglutamate (97996-97-9) → (2S,3aS,7aS)-1-((R)-4-Benzyloxycarbonylamino-4-ethoxycarbonyl-butyryl)-octahydro-indole-2-carboxylic acid ethyl ester (119741-18-3)

Guidance literature:

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane;

DOI:10.1248/cpb.37.2417

Reference yield:

(2S,3aS,7aS)-1-((R)-4-Benzyloxycarbonylamino-4-ethoxycarbonyl-butyryl)-octahydro-indole-2-carboxylic acid ethyl ester (119741-18-3) → (2S,3aS,7aS)-1-(N-benzyloxycarbonyl-L-histidyl-γ-D-glutamyl)-octahydro-1H-indole-2-carboxylic acid (127413-73-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 87 percent / H₂ / 10percent Pd/C / acetic acid; 2-methyl-propan-2-ol / 4 h

2: 0.7 g / EDC*HCl / tetrahydrofuran; CH₂Cl₂ / 6 h

3: 11 percent / 1N NaOH / dioxane / 4 h

With sodium hydroxide; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; dichloromethane; acetic acid; tert-butyl alcohol;

DOI:10.1248/cpb.37.2417

Reference yield:

(2S,3aS,7aS)-1-((R)-4-Benzyloxycarbonylamino-4-ethoxycarbonyl-butyryl)-octahydro-indole-2-carboxylic acid ethyl ester (119741-18-3) → (2S,3aS,7aS)-1-{(R)-4-[(S)-2-Benzyloxycarbonylamino-3-(1H-imidazol-4-yl)-propionylamino]-4-ethoxycarbonyl-butyryl}-octahydro-indole-2-carboxylic acid ethyl ester (127413-82-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / H₂ / 10percent Pd/C / acetic acid; 2-methyl-propan-2-ol / 4 h

2: 0.7 g / EDC*HCl / tetrahydrofuran; CH₂Cl₂ / 6 h

With hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; acetic acid; tert-butyl alcohol;

DOI:10.1248/cpb.37.2417

upstream raw materials:

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

α-ethyl D-N-carbobenzoxyglutamate

Downstream raw materials:

(2S,3aS,7aS)-1-(N-benzyloxycarbonyl-L-histidyl-γ-D-glutamyl)-octahydro-1H-indole-2-carboxylic acid

(2S,3aS,7aS)-1-{(R)-4-[(S)-2-Benzyloxycarbonylamino-3-(1H-imidazol-4-yl)-propionylamino]-4-ethoxycarbonyl-butyryl}-octahydro-indole-2-carboxylic acid ethyl ester