methyl (2R,3aS,7aS)-N-(tert-butoxycarbonyl)-2-benzyloctahydroindole-2-carboxylate

Base Information

• Chemical Name: methyl (2R,3aS,7aS)-N-(tert-butoxycarbonyl)-2-benzyloctahydroindole-2-carboxylate
• CAS No.: 1174390-86-3
• Molecular Formula: C₂₂H₃₁NO₄
• Molecular Weight: 373.492
• Mol file: 1174390-86-3.mol

Synonyms:methyl (2R,3aS,7aS)-N-(tert-butoxycarbonyl)-2-benzyloctahydroindole-2-carboxylate

Chemical Property of methyl (2R,3aS,7aS)-N-(tert-butoxycarbonyl)-2-benzyloctahydroindole-2-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (2R,3aS,7aS)-N-(tert-butoxycarbonyl)-2-benzyloctahydroindole-2-carboxylate

There total 1 articles about methyl (2R,3aS,7aS)-N-(tert-butoxycarbonyl)-2-benzyloctahydroindole-2-carboxylate 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: 77.0%

benzyl bromide (100-39-0) + (2S,3aS,7aS)-octahydroindole-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester (365973-21-3) → methyl (2R,3aS,7aS)-N-(tert-butoxycarbonyl)-2-benzyloctahydroindole-2-carboxylate (1174390-86-3) + methyl (2S,3aS,7aS)-N-(tert-butoxycarbonyl)-2-benzyloctahydroindole-2-carboxylate

Guidance literature:

(2S,3aS,7aS)-octahydroindole-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 ℃;

benzyl bromide; In tetrahydrofuran; hexane; at -78 - -50 ℃; optical yield given as %de; diastereoselective reaction;

DOI:10.1016/j.tet.2009.05.006

Reference yield: 96.0%

methyl (2R,3aS,7aS)-N-(tert-butoxycarbonyl)-2-benzyloctahydroindole-2-carboxylate (1174390-86-3) → methyl (2R,3aS,7aS)-2-benzyloctahydroindole-2-carboxylate hydrochloride (1174390-88-5)

Guidance literature:

With hydrogenchloride; In ethyl acetate; at 20 ℃; for 4h;

DOI:10.1016/j.tet.2009.05.006

upstream raw materials:

benzyl bromide

(2S,3aS,7aS)-octahydroindole-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester

Downstream raw materials:

methyl (2R,3aS,7aS)-2-benzyloctahydroindole-2-carboxylate hydrochloride