(R)-1-(3,4,5-trimethoxybenzoyl)-3-(3,4-dichlorophenyl)-3-(2-methanesulfonyloxyethyl)-pyrrolidine

Base Information

• Chemical Name: (R)-1-(3,4,5-trimethoxybenzoyl)-3-(3,4-dichlorophenyl)-3-(2-methanesulfonyloxyethyl)-pyrrolidine
• CAS No.: 177697-11-9
• Molecular Formula: C₂₃H₂₇Cl₂NO₇S
• Molecular Weight: 532.442
• Mol file: 177697-11-9.mol

Synonyms:(R)-1-(3,4,5-trimethoxybenzoyl)-3-(3,4-dichlorophenyl)-3-(2-methanesulfonyloxyethyl)-pyrrolidine

Chemical Property of (R)-1-(3,4,5-trimethoxybenzoyl)-3-(3,4-dichlorophenyl)-3-(2-methanesulfonyloxyethyl)-pyrrolidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-1-(3,4,5-trimethoxybenzoyl)-3-(3,4-dichlorophenyl)-3-(2-methanesulfonyloxyethyl)-pyrrolidine

There total 7 articles about (R)-1-(3,4,5-trimethoxybenzoyl)-3-(3,4-dichlorophenyl)-3-(2-methanesulfonyloxyethyl)-pyrrolidine 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: 99.0%

methanesulfonyl chloride (124-63-0) + (R)-1-(3,4,5-trimethoxybenzoyl)-3-(3,4-dichlorophenyl)-3(2-hydroxyethyl)-pyrrolidine (177697-10-8) → (R)-1-(3,4,5-trimethoxybenzoyl)-3-(3,4-dichlorophenyl)-3-(2-methanesulfonyloxyethyl)-pyrrolidine (177697-11-9)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane;

DOI:10.1016/0960-894X(96)00148-5

Reference yield:

(R)-1-(3,4,5-trimethoxybenzoyl)-3-(3,4-dichlorophenyl)-3(2-hydroxyethyl)-pyrrolidine (177697-10-8) → (R)-1-(3,4,5-trimethoxybenzoyl)-3-(3,4-dichlorophenyl)-3-(2-methanesulfonyloxyethyl)-pyrrolidine (177697-11-9)

Guidance literature:

Reference yield:

3-cyano-3-(3,4-dichloro-phenyl)-pentanedioic acid diethyl ester (40878-10-2) → (R)-1-(3,4,5-trimethoxybenzoyl)-3-(3,4-dichlorophenyl)-3-(2-methanesulfonyloxyethyl)-pyrrolidine (177697-11-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 81 percent / H₂, NH₄OH / Raney Ni / ethanol

2: AlH₃ / tetrahydrofuran / 50 °C

3: 96 percent / NaOH, NaHCO₃ / acetone; H₂O / 0 °C

4: 99 percent / DIEA / CH₂Cl₂

With aluminium hydride; ammonium hydroxide; sodium hydroxide; hydrogen; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; nickel; In tetrahydrofuran; ethanol; dichloromethane; water; acetone;

DOI:10.1016/0960-894X(96)00148-5

upstream raw materials:

methanesulfonyl chloride

(R)-1-(3,4,5-trimethoxybenzoyl)-3-(3,4-dichlorophenyl)-3(2-hydroxyethyl)-pyrrolidine

3-cyano-3-(3,4-dichloro-phenyl)-pentanedioic acid diethyl ester

[3-(3,4-dichloro-phenyl)-5-oxo-pyrrolidin-3-yl]-acetic acid ethyl ester

Downstream raw materials:

1-{2-[(S)-3-(3,4-Dichloro-phenyl)-1-(3,4,5-trimethoxy-benzoyl)-pyrrolidin-3-yl]-ethyl}-4-phenyl-piperidine-4-carboxylic acid amide