8-Azabicyclo[3.2.1]octane-2,8-dicarboxylic acid, 3-(4-iodophenyl)-, 2-methyl 8-(2,2,2-trichloroethyl) ester, (1R,2S,3S,5S)-

Base Information

• Chemical Name: 8-Azabicyclo[3.2.1]octane-2,8-dicarboxylic acid, 3-(4-iodophenyl)-, 2-methyl 8-(2,2,2-trichloroethyl) ester, (1R,2S,3S,5S)-
• CAS No.: 156496-01-4
• Molecular Formula: C18H19Cl3INO4
• Molecular Weight: 546.617
• Mol file: 156496-01-4.mol

Synonyms:

Chemical Property of 8-Azabicyclo[3.2.1]octane-2,8-dicarboxylic acid, 3-(4-iodophenyl)-, 2-methyl 8-(2,2,2-trichloroethyl) ester, (1R,2S,3S,5S)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 8-Azabicyclo[3.2.1]octane-2,8-dicarboxylic acid, 3-(4-iodophenyl)-, 2-methyl 8-(2,2,2-trichloroethyl) ester, (1R,2S,3S,5S)-

There total 5 articles about 8-Azabicyclo[3.2.1]octane-2,8-dicarboxylic acid, 3-(4-iodophenyl)-, 2-methyl 8-(2,2,2-trichloroethyl) ester, (1R,2S,3S,5S)- 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%

(1R,2S,3S,5S)-3-(4-Iodo-phenyl)-8-methyl-8-aza-bicyclo[3.2.1]octane-2-carboxylic acid methyl ester (135416-43-2,133647-95-7) + 2,2,2-Trichloroethyl chloroformate (17341-93-4) → (1R,2S,3S,5S)-3-(4-Iodo-phenyl)-8-aza-bicyclo[3.2.1]octane-2,8-dicarboxylic acid 2-methyl ester 8-(2,2,2-trichloro-ethyl) ester (156496-01-4)

Guidance literature:

In 1,2-dichloro-ethane; Heating;

DOI:10.1021/jm960409s

Reference yield:

(1R,2S,3S,5S)-3-(4-Iodo-phenyl)-8-methyl-8-aza-bicyclo[3.2.1]octane-2-carboxylic acid methyl ester (135416-43-2,133647-95-7) → (1R,2S,3S,5S)-3-(4-Iodo-phenyl)-8-aza-bicyclo[3.2.1]octane-2,8-dicarboxylic acid 2-methyl ester 8-(2,2,2-trichloro-ethyl) ester (156496-01-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 1-chloroethyl chloroformate

1.2: MeOH / Heating

2.1: Et₃N

With carbonochloridic acid 1-chloro-ethyl ester; triethylamine;

DOI:10.1016/j.bmcl.2005.09.016

Reference yield:

(1R,2S,3S,5S)-3-(4-Iodo-phenyl)-8-aza-bicyclo[3.2.1]octane-2-carboxylic acid methyl ester (136794-87-1) + 2,2,2-Trichloroethyl chloroformate (17341-93-4) → (1R,2S,3S,5S)-3-(4-Iodo-phenyl)-8-aza-bicyclo[3.2.1]octane-2,8-dicarboxylic acid 2-methyl ester 8-(2,2,2-trichloro-ethyl) ester (156496-01-4)

Guidance literature:

With triethylamine; In tetrahydrofuran;

DOI:10.1016/j.bmcl.2004.12.014

upstream raw materials:

(1R,2S,3S,5S)-3-(4-Iodo-phenyl)-8-methyl-8-aza-bicyclo[3.2.1]octane-2-carboxylic acid methyl ester

2,2,2-Trichloroethyl chloroformate

(1R,2S,3S,5S)-3-(4-Iodo-phenyl)-8-aza-bicyclo[3.2.1]octane-2-carboxylic acid methyl ester

methyl ecgonidine

Downstream raw materials:

(1R,2S,3S,5S)-3-(4-Prop-1-ynyl-phenyl)-8-aza-bicyclo[3.2.1]octane-2,8-dicarboxylic acid 2-methyl ester 8-(2,2,2-trichloro-ethyl) ester

(1R,2S,3S,5S)-3-(4-Vinyl-phenyl)-8-aza-bicyclo[3.2.1]octane-2,8-dicarboxylic acid 2-methyl ester 8-(2,2,2-trichloro-ethyl) ester

(1R,2S,3S,5S)-3-(4-Thiophen-2-yl-phenyl)-8-aza-bicyclo[3.2.1]octane-2,8-dicarboxylic acid 2-methyl ester 8-(2,2,2-trichloro-ethyl) ester

(1R,2S,3S,5S)-3-(4-Thiophen-3-yl-phenyl)-8-aza-bicyclo[3.2.1]octane-2,8-dicarboxylic acid 2-methyl ester 8-(2,2,2-trichloro-ethyl) ester