4-Benzyloxy-8-chloromethyl-7,8-dihydro-3H-pyrrolo[3,2-e]indole-1,2,6-tricarboxylic acid 6-tert-butyl ester 1,2-dimethyl ester

Base Information

• Chemical Name: 4-Benzyloxy-8-chloromethyl-7,8-dihydro-3H-pyrrolo[3,2-e]indole-1,2,6-tricarboxylic acid 6-tert-butyl ester 1,2-dimethyl ester
• CAS No.: 156905-83-8
• Molecular Formula: C₂₇H₂₉ClN₂O₇
• Molecular Weight: 528.989
• Mol file: 156905-83-8.mol

Synonyms:4-Benzyloxy-8-chloromethyl-7,8-dihydro-3H-pyrrolo[3,2-e]indole-1,2,6-tricarboxylic acid 6-tert-butyl ester 1,2-dimethyl ester

Chemical Property of 4-Benzyloxy-8-chloromethyl-7,8-dihydro-3H-pyrrolo[3,2-e]indole-1,2,6-tricarboxylic acid 6-tert-butyl ester 1,2-dimethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-Benzyloxy-8-chloromethyl-7,8-dihydro-3H-pyrrolo[3,2-e]indole-1,2,6-tricarboxylic acid 6-tert-butyl ester 1,2-dimethyl ester

There total 5 articles about 4-Benzyloxy-8-chloromethyl-7,8-dihydro-3H-pyrrolo[3,2-e]indole-1,2,6-tricarboxylic acid 6-tert-butyl ester 1,2-dimethyl 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: 91.0%

4-Benzyloxy-8-hydroxymethyl-7,8-dihydro-3H-pyrrolo[3,2-e]indole-1,2,6-tricarboxylic acid 6-tert-butyl ester 1,2-dimethyl ester (156905-82-7) → 4-Benzyloxy-8-chloromethyl-7,8-dihydro-3H-pyrrolo[3,2-e]indole-1,2,6-tricarboxylic acid 6-tert-butyl ester 1,2-dimethyl ester (156905-83-8)

Guidance literature:

With tetrachloromethane; triphenylphosphine; In dichloromethane; Ambient temperature;

DOI:10.1016/S0960-894X(97)00099-1

Reference yield:

3-acetoxymethyl-5-amino-6-benzyloxy-1-t-butoxycarbonyl-2,3-dihydro-1H-indole (132628-60-5) → 4-Benzyloxy-8-chloromethyl-7,8-dihydro-3H-pyrrolo[3,2-e]indole-1,2,6-tricarboxylic acid 6-tert-butyl ester 1,2-dimethyl ester (156905-83-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 95 percent / methanol / 1 h / 0 - 20 °C

2: 49 percent / Pd(OAc)2 / N,N-dimethyl-acetamide / 3.5 h / 70 °C

3: 95 percent / K₂CO₃ / methanol / 5 h / 0 - 20 °C

4: 91 percent / PPh₃, CCl₄ / CH₂Cl₂ / Ambient temperature

With tetrachloromethane; palladium diacetate; potassium carbonate; triphenylphosphine; In methanol; dichloromethane; N,N-dimethyl acetamide;

DOI:10.1016/S0960-894X(97)00099-1

Reference yield:

dimethyl acetylenedicarboxylate (762-42-5) → 4-Benzyloxy-8-chloromethyl-7,8-dihydro-3H-pyrrolo[3,2-e]indole-1,2,6-tricarboxylic acid 6-tert-butyl ester 1,2-dimethyl ester (156905-83-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 95 percent / methanol / 1 h / 0 - 20 °C

2: 49 percent / Pd(OAc)2 / N,N-dimethyl-acetamide / 3.5 h / 70 °C

3: 95 percent / K₂CO₃ / methanol / 5 h / 0 - 20 °C

4: 91 percent / PPh₃, CCl₄ / CH₂Cl₂ / Ambient temperature

With tetrachloromethane; palladium diacetate; potassium carbonate; triphenylphosphine; In methanol; dichloromethane; N,N-dimethyl acetamide;

DOI:10.1016/S0960-894X(97)00099-1

upstream raw materials:

4-Benzyloxy-8-hydroxymethyl-7,8-dihydro-3H-pyrrolo[3,2-e]indole-1,2,6-tricarboxylic acid 6-tert-butyl ester 1,2-dimethyl ester

3-acetoxymethyl-5-amino-6-benzyloxy-1-t-butoxycarbonyl-2,3-dihydro-1H-indole

dimethyl acetylenedicarboxylate

8-Acetoxymethyl-4-benzyloxy-7,8-dihydro-3H-pyrrolo[3,2-e]indole-1,2,6-tricarboxylic acid 6-tert-butyl ester 1,2-dimethyl ester