rac-5-benzyloxy-3-tert-butoxycarbonyl-1-chloromethyl-8-cyano-1,2-dihydro-3H-benz[e]indole

Base Information

• Chemical Name: rac-5-benzyloxy-3-tert-butoxycarbonyl-1-chloromethyl-8-cyano-1,2-dihydro-3H-benz[e]indole
• CAS No.: 178877-13-9
• Molecular Formula: C₂₆H₂₅ClN₂O₃
• Molecular Weight: 448.949
• Mol file: 178877-13-9.mol

Synonyms:rac-5-benzyloxy-3-tert-butoxycarbonyl-1-chloromethyl-8-cyano-1,2-dihydro-3H-benz[e]indole

Chemical Property of rac-5-benzyloxy-3-tert-butoxycarbonyl-1-chloromethyl-8-cyano-1,2-dihydro-3H-benz[e]indole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of rac-5-benzyloxy-3-tert-butoxycarbonyl-1-chloromethyl-8-cyano-1,2-dihydro-3H-benz[e]indole

There total 18 articles about rac-5-benzyloxy-3-tert-butoxycarbonyl-1-chloromethyl-8-cyano-1,2-dihydro-3H-benz[e]indole 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: 100.0%

5-Benzyloxy-8-cyano-1-hydroxymethyl-1,2-dihydro-benzo[e]indole-3-carboxylic acid tert-butyl ester (178877-12-8) → rac-5-benzyloxy-3-tert-butoxycarbonyl-1-chloromethyl-8-cyano-1,2-dihydro-3H-benz[e]indole (178877-13-9)

Guidance literature:

With tetrachloromethane; triphenylphosphine; In dichloromethane; at 25 ℃; for 2h;

DOI:10.1021/jo9605298

Reference yield: 85.0%

(4-Benzyloxy-7-cyano-1-iodo-naphthalen-2-yl)-((E)-3-chloro-allyl)-carbamic acid tert-butyl ester → rac-5-benzyloxy-3-tert-butoxycarbonyl-1-chloromethyl-8-cyano-1,2-dihydro-3H-benz[e]indole (178877-13-9)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; at 60 - 75 ℃;

DOI:10.1016/S0040-4039(98)00232-9

Reference yield: 85.0%

(E/Z)-2-amino-4-benzyloxy-N-tert-butoxycarbonyl-N-(3-chloroprop-2-enyl)-7-cyano-1-iodonaphthalene (227084-60-8) → rac-5-benzyloxy-3-tert-butoxycarbonyl-1-chloromethyl-8-cyano-1,2-dihydro-3H-benz[e]indole (178877-13-9)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tris-(trimethylsilyl)silane; In toluene; at 2 - 80 ℃; Inert atmosphere;

DOI:10.1002/ejoc.201000966

upstream raw materials:

5-Benzyloxy-8-cyano-1-hydroxymethyl-1,2-dihydro-benzo[e]indole-3-carboxylic acid tert-butyl ester

N-tert-butoxycarbonyl-4-benzyloxy-7-cyano-1-iodo-2-naphthylamine

7-Bromo-4-hydroxynaphthalene-2-carboxylic acid ethyl ester

4-Acetoxy-7-bromo-naphthalene-2-carboxylic acid ethyl ester