1H-Indole-2-carboxylicacid, octahydro-, phenylmethyl ester, (2S,3aS,7aS)-

Base Information

• Chemical Name: 1H-Indole-2-carboxylicacid, octahydro-, phenylmethyl ester, (2S,3aS,7aS)-
• CAS No.: 83508-14-9
• Molecular Formula: C16H21 N O2
• Molecular Weight: 259.348
• Mol file: 83508-14-9.mol

Synonyms:1H-Indole-2-carboxylicacid, octahydro-, phenylmethyl ester, [2S-(2a,3ab,7ab)]-; (2S,3aS,7aS)-Octahydro-1H-indole-2-carboxylic acidbenzyl ester; Benzyl (2S,3aS,7aS)-perhydroindole-2-carboxylate

Chemical Property of 1H-Indole-2-carboxylicacid, octahydro-, phenylmethyl ester, (2S,3aS,7aS)-

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1H-Indole-2-carboxylicacid, octahydro-, phenylmethyl ester, (2S,3aS,7aS)-

There total 3 articles about 1H-Indole-2-carboxylicacid, octahydro-, phenylmethyl ester, (2S,3aS,7aS)- 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:

(2SR,3aRS,7aSR)-octahydro-1H-indole-2-carboxylic acid hydrochloride (1004292-98-1) + (2SR,3aRS,7aSR)-octahydro-1H-indole-2-carboxylic acid tosylate + benzyl alcohol (100-51-6,185532-71-2) → benzyl (2SR,3aRS,7aSR)-octahydro-1H-indole-2-carboxylate (82717-90-6,83508-14-9,107081-15-2,124002-35-3,144540-71-6)

Guidance literature:

(2SR,3aRS,7aSR)-octahydro-1H-indole-2-carboxylic acid hydrochloride; (2SR,3aRS,7aSR)-octahydro-1H-indole-2-carboxylic acid tosylate; benzyl alcohol; With toluene-4-sulfonic acid; In toluene; at 110 ℃; for 2.25h;

With sodium carbonate; In dichloromethane; water;

Reference yield:

benzyl-perhydroindole-2-carboxylate dibenzoyl tartrate → benzyl (S)-(S)-(S)-perhydroindole-2-carboxylate (83508-14-9)

Guidance literature:

With sodium hydroxide; In dichloromethane; water; for 1h;

Reference yield:

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid (80875-98-5,2055118-14-2) + benzyl alcohol (100-51-6,185532-71-2) → benzyl (S)-(S)-(S)-perhydroindole-2-carboxylate (83508-14-9)

Guidance literature:

With thionyl chloride; Ambient temperature;

DOI:10.1016/0040-4020(95)98711-P

upstream raw materials:

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

benzyl alcohol

(2SR,3aRS,7aSR)-octahydro-1H-indole-2-carboxylic acid hydrochloride

Downstream raw materials:

(2S,3aS,7aS)-1-[(2S)-2-[[(1S)-1-(ethoxycarbonyl)butyl]amino]-1-oxopropyl]octahydro-1H-indole-2-carboxylic acid benzyl ester

trandolapril benzyl ester

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

Perindopril

Refernces

• 1、 -. "A METHOD FOR THE PREPARATION OF (2S, 3AR, 7AS)-OCTAHYDRO-1H-INDOLE-2-CARBOXYLIC ACID AS KEY INTERMEDIATE IN THE PREPARATION OF TRANDOLAPRIL BY REACTING A CYCLOHEXYL AZIRIDINE WITH A DIALKYL MALONATE". Page/Page column 20-21. . Retrieved 2010/02/12.