(2S,3aR,8aR)-3a-Phenylselanyl-2,3,3a,8a-tetrahydro-pyrrolo[2,3-b]indole-1,2,8-tricarboxylic acid 1,8-di-tert-butyl ester 2-methyl ester

Base Information

• Chemical Name: (2S,3aR,8aR)-3a-Phenylselanyl-2,3,3a,8a-tetrahydro-pyrrolo[2,3-b]indole-1,2,8-tricarboxylic acid 1,8-di-tert-butyl ester 2-methyl ester
• CAS No.: 159333-17-2
• Molecular Formula: C₂₈H₃₄N₂O₆Se
• Molecular Weight: 573.548
• Mol file: 159333-17-2.mol

Synonyms:(2S,3aR,8aR)-3a-Phenylselanyl-2,3,3a,8a-tetrahydro-pyrrolo[2,3-b]indole-1,2,8-tricarboxylic acid 1,8-di-tert-butyl ester 2-methyl ester

Chemical Property of (2S,3aR,8aR)-3a-Phenylselanyl-2,3,3a,8a-tetrahydro-pyrrolo[2,3-b]indole-1,2,8-tricarboxylic acid 1,8-di-tert-butyl ester 2-methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3aR,8aR)-3a-Phenylselanyl-2,3,3a,8a-tetrahydro-pyrrolo[2,3-b]indole-1,2,8-tricarboxylic acid 1,8-di-tert-butyl ester 2-methyl ester

There total 4 articles about (2S,3aR,8aR)-3a-Phenylselanyl-2,3,3a,8a-tetrahydro-pyrrolo[2,3-b]indole-1,2,8-tricarboxylic acid 1,8-di-tert-butyl ester 2-methyl 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: 78.0%

N-phenylselanylphthalimide (71098-88-9) + tert-butyl (+)-(S)-3-[2-(tert-butoxycarbonylamino)-3-methoxy-3-oxopropyl]-1H-indole-1-carboxylate (96238-68-5) → (2S,3aR,8aR)-3a-Phenylselanyl-2,3,3a,8a-tetrahydro-pyrrolo[2,3-b]indole-1,2,8-tricarboxylic acid 1,8-di-tert-butyl ester 2-methyl ester (159333-17-2)

Guidance literature:

With pyridinium p-toluenesulfonate; In dichloromethane;

DOI:10.1021/ja800067q

Reference yield:

N-phenylselanylphthalimide (71098-88-9) + tert-butyl (+)-(S)-3-[2-(tert-butoxycarbonylamino)-3-methoxy-3-oxopropyl]-1H-indole-1-carboxylate (96238-68-5) → (2S,3aR,8aR)-3a-Phenylselanyl-2,3,3a,8a-tetrahydro-pyrrolo[2,3-b]indole-1,2,8-tricarboxylic acid 1,8-di-tert-butyl ester 2-methyl ester (159333-17-2) + 3a-phenylselanyl-2,3,3a,8a-tetrahydro-pyrrolo[2,3-b]indole-1,2,8-tricarboxylic acid 1,8-di-tert-butyl ester 2-methyl ester

Guidance literature:

With toluene-4-sulfonic acid; sodium sulfate; In dichloromethane; Product distribution / selectivity;

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → (2S,3aR,8aR)-3a-Phenylselanyl-2,3,3a,8a-tetrahydro-pyrrolo[2,3-b]indole-1,2,8-tricarboxylic acid 1,8-di-tert-butyl ester 2-methyl ester (159333-17-2)

Guidance literature:

DOI:10.1016/S0040-4039(98)01957-1

upstream raw materials:

N-phenylselanylphthalimide

tert-butyl (+)-(S)-3-[2-(tert-butoxycarbonylamino)-3-methoxy-3-oxopropyl]-1H-indole-1-carboxylate

di-tert-butyl dicarbonate

L-tryptophan methyl ester