(S)-3-(3,4,5-trimethoxyphenyl)propyl 1-(benzylsulfonyl)piperidine-2-carboxylate

Base Information

• Chemical Name: (S)-3-(3,4,5-trimethoxyphenyl)propyl 1-(benzylsulfonyl)piperidine-2-carboxylate
• CAS No.: 155668-64-7
• Molecular Formula: C₂₅H₃₃NO₇S
• Molecular Weight: 491.606
• Mol file: 155668-64-7.mol

Synonyms:(S)-3-(3,4,5-trimethoxyphenyl)propyl 1-(benzylsulfonyl)piperidine-2-carboxylate

Chemical Property of (S)-3-(3,4,5-trimethoxyphenyl)propyl 1-(benzylsulfonyl)piperidine-2-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-3-(3,4,5-trimethoxyphenyl)propyl 1-(benzylsulfonyl)piperidine-2-carboxylate

There total 8 articles about (S)-3-(3,4,5-trimethoxyphenyl)propyl 1-(benzylsulfonyl)piperidine-2-carboxylate 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: 21.0%

3-(3,4,5-trimethoxyphenyl)propan-1-ol (53560-26-2) + (S)-1-(benzylsulfonyl)piperidine-2-carboxylic acid (251916-58-2) → (S)-3-(3,4,5-trimethoxyphenyl)propyl 1-(benzylsulfonyl)piperidine-2-carboxylate (155668-64-7)

Guidance literature:

With dmap; toluene-4-sulfonic acid; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 72h;

DOI:10.1021/jm101156y

Reference yield:

(S)-Piperidine-2-carboxylic acid 3-(3,4,5-trimethoxy-phenyl)-propyl ester (1027173-96-1) + benzenesulfonyl chloride (1939-99-7) → (S)-3-(3,4,5-trimethoxyphenyl)propyl 1-(benzylsulfonyl)piperidine-2-carboxylate (155668-64-7)

Guidance literature:

With NMM or DIPEA; In dichloromethane; at 0 ℃;

DOI:10.1016/j.bmc.2016.08.025

Reference yield:

(S)-ethyl 1-(benzylsulfonyl)piperidine-2-carboxylate (1260218-28-7) → (S)-3-(3,4,5-trimethoxyphenyl)propyl 1-(benzylsulfonyl)piperidine-2-carboxylate (155668-64-7)

Guidance literature:

Multi-step reaction with 2 steps

1: lithium hydroxide / methanol / 1 h / 0 °C

2: dmap; toluene-4-sulfonic acid; dicyclohexyl-carbodiimide / dichloromethane / 72 h / 20 °C

With dmap; toluene-4-sulfonic acid; dicyclohexyl-carbodiimide; lithium hydroxide; In methanol; dichloromethane;

DOI:10.1021/jm101156y

upstream raw materials:

(S)-ethyl 1-(benzylsulfonyl)piperidine-2-carboxylate

3-(3,4,5-trimethoxyphenyl)propan-1-ol

(S)-1-(benzylsulfonyl)piperidine-2-carboxylic acid

(S)-piperidine-2-carboxylic acid ethyl ester