(2S,3aS,7aS)-1-(benzyloxycarbonyl)octahydro-1H-indole-2-carboxylic acid

Base Information

• Chemical Name: (2S,3aS,7aS)-1-(benzyloxycarbonyl)octahydro-1H-indole-2-carboxylic acid
• CAS No.: 107045-53-4
• Molecular Formula: C17H21NO4
• Molecular Weight: 303.358
• Mol file: 107045-53-4.mol

Synonyms:(2S,3aS,7aS)-1-(benzyloxycarbonyl)octahydro-1H-indole-2-carboxylic acid

Chemical Property of (2S,3aS,7aS)-1-(benzyloxycarbonyl)octahydro-1H-indole-2-carboxylic acid

Chemical Property:

• Melting Point: 41 - 44 °C
• PSA: 66.84000
• LogP: 2.97880

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (2S,3aS,7aS)-1-(benzyloxycarbonyl)octahydro-1H-indole-2-carboxylic acid

There total 4 articles about (2S,3aS,7aS)-1-(benzyloxycarbonyl)octahydro-1H-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: 96.0%

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid (80875-98-5,2055118-14-2) + benzyl chloroformate (501-53-1,94274-21-2) → (2S,3aS,7aS)-1-(benzyloxycarbonyl)octahydro-1H-indole-2-carboxylic acid (107045-53-4)

Guidance literature:

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid; With potassium carbonate; In tetrahydrofuran; water; at 20 ℃; for 0.0833333h;

benzyl chloroformate; In tetrahydrofuran; water; at 0 - 20 ℃; for 2h;

pH=3; Acidic conditions;

Reference yield:

Ethyl (S)-indoline-2-carboxylate hydrochloride (79854-42-5) → (2S,3aS,7aS)-1-(benzyloxycarbonyl)octahydro-1H-indole-2-carboxylic acid (107045-53-4)

Guidance literature:

Multi-step reaction with 3 steps

1: hydrogen / Pd/C / ethanol

2: NaOH / H₂O; ethanol / 25 °C

3: NEt₃ / CH₂Cl₂; benzene

With sodium hydroxide; hydrogen; triethylamine; palladium on activated charcoal; In ethanol; dichloromethane; water; benzene;

DOI:10.1016/S0040-4039(00)87188-9

Reference yield:

(S)-indoline-2-carboxylic acid (79815-20-6,78348-24-0) → (2S,3aS,7aS)-1-(benzyloxycarbonyl)octahydro-1H-indole-2-carboxylic acid (107045-53-4)

Guidance literature:

Multi-step reaction with 4 steps

1: SOCl₂

2: hydrogen / Pd/C / ethanol

3: NaOH / H₂O; ethanol / 25 °C

4: NEt₃ / CH₂Cl₂; benzene

With sodium hydroxide; thionyl chloride; hydrogen; triethylamine; palladium on activated charcoal; In ethanol; dichloromethane; water; benzene;

DOI:10.1016/S0040-4039(00)87188-9

upstream raw materials:

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid

benzyl chloroformate

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

Ethyl (S)-indoline-2-carboxylate hydrochloride

Downstream raw materials:

(2α,3aβ,7aβ)-octahydro-1H-indole-2-carboxylic acid tert-butyl ester

perindopril erbumine

1-<(2S) 2-<((1S) 1-carbethoxybutyl) amino> 1-oxo propyl> (2S, 3aS, 7aS) perhydroindole 2-carboxylic acid

(2S,3aS,7aS)-2-[4-(4-cyclopropylcarbamoyl-phenyl)-thiazol-2-ylcarbamoyl]-octahydro-indole-1-carboxylic acid benzyl ester