1-benzoyl-1,2,3,8-tetrahydro-pyrrolo[2,3-b]indole-2-carboxylic acid methyl ester

Base Information

• Chemical Name: 1-benzoyl-1,2,3,8-tetrahydro-pyrrolo[2,3-b]indole-2-carboxylic acid methyl ester
• CAS No.: 863658-61-1
• Molecular Formula: C₁₉H₁₆N₂O₃
• Molecular Weight: 320.348
• Mol file: 863658-61-1.mol

Synonyms:1-benzoyl-1,2,3,8-tetrahydro-pyrrolo[2,3-b]indole-2-carboxylic acid methyl ester

Chemical Property of 1-benzoyl-1,2,3,8-tetrahydro-pyrrolo[2,3-b]indole-2-carboxylic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of 1-benzoyl-1,2,3,8-tetrahydro-pyrrolo[2,3-b]indole-2-carboxylic acid methyl ester

There total 1 articles about 1-benzoyl-1,2,3,8-tetrahydro-pyrrolo[2,3-b]indole-2-carboxylic acid 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: 96.0%

N-benzoyl-L-tryptophan methyl ester (2717-75-1) → 1-benzoyl-1,2,3,8-tetrahydro-pyrrolo[2,3-b]indole-2-carboxylic acid methyl ester (863658-61-1)

Guidance literature:

With tert-butylhypochlorite; triethylamine; In dichloromethane; at 0 ℃; for 24h;

DOI:10.1016/j.bmcl.2015.07.083

Reference yield: 83.0%

1-benzoyl-1,2,3,8-tetrahydro-pyrrolo[2,3-b]indole-2-carboxylic acid methyl ester (863658-61-1) + trans-geranyl bromide (6138-90-5) → (S)-1-Benzoyl-3a-((E)-3,7-dimethyl-octa-2,6-dienyl)-1,2,3,3a-tetrahydro-pyrrolo[2,3-b]indole-2-carboxylic acid methyl ester (863658-62-2) + (S)-1-Benzoyl-8-((E)-3,7-dimethyl-octa-2,6-dienyl)-1,2,3,8-tetrahydro-pyrrolo[2,3-b]indole-2-carboxylic acid methyl ester

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 0 ℃; for 5h; Title compound not separated from byproducts;

DOI:10.1016/j.tet.2006.06.074

Reference yield: 73.0%

1-benzoyl-1,2,3,8-tetrahydro-pyrrolo[2,3-b]indole-2-carboxylic acid methyl ester (863658-61-1) + farnesyl bromide (24163-93-7,24163-94-8,56881-57-3,6874-67-5,28290-41-7) → C34H40N2O3

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 0 ℃; for 5h;

DOI:10.1016/j.bmcl.2015.07.083

upstream raw materials:

N-benzoyl-L-tryptophan methyl ester

Downstream raw materials:

(S)-1-Benzoyl-3a-((E)-3,7-dimethyl-octa-2,6-dienyl)-1,2,3,3a-tetrahydro-pyrrolo[2,3-b]indole-2-carboxylic acid methyl ester

(2S,3aR,8aR)-3a-((E)-3,7-Dimethyl-octa-2,6-dienyl)-1-[(S)-3-phenyl-2-(2-trimethylsilanyl-ethoxycarbonylamino)-propionyl]-1,2,3,3a,8,8a-hexahydro-pyrrolo[2,3-b]indole-2-carboxylic acid methyl ester