(S)-3-(Toluene-4-sulfonyloxy)-pyrrolidine-1-carboxylic acid tert-butyl ester

Base Information

• Chemical Name: (S)-3-(Toluene-4-sulfonyloxy)-pyrrolidine-1-carboxylic acid tert-butyl ester
• CAS No.: 371240-55-0
• Molecular Formula: C₁₆H₂₃NO₅S
• Molecular Weight: 341.428
• Hs Code.: 2933990090
• Mol file: 371240-55-0.mol

Synonyms:(S)-3-(Toluene-4-sulfonyloxy)-pyrrolidine-1-carboxylic acid tert-butyl ester

Chemical Property of (S)-3-(Toluene-4-sulfonyloxy)-pyrrolidine-1-carboxylic acid tert-butyl ester

Chemical Property:

• Boiling Point: 461.9±38.0 °C(Predicted)
• PKA: -3.58±0.40(Predicted)
• PSA: 81.29000
• Density: 1.25±0.1 g/cm3(Predicted)
• LogP: 3.72840

Purity/Quality:

97% ^*data from raw suppliers

(S)-3-(Toluene-4-sulfonyloxy)-pyrrolidine-1-carboxylicacidtert-butylester 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (S)-3-(Toluene-4-sulfonyloxy)-pyrrolidine-1-carboxylic acid tert-butyl ester

There total 11 articles about (S)-3-(Toluene-4-sulfonyloxy)-pyrrolidine-1-carboxylic acid tert-butyl 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: 100.0%

(R)-tert-butyl 3-hydroxypyrrolidine-1-carboxylate (109431-87-0,83220-73-9) + p-toluenesulfonyl chloride (98-59-9) → 1,1-dimethylethyl-3(R)-{[(4-methylphenyl)sulphonyl]oxy}-1-pyrrolidinecarboxylate (139986-03-1,371240-55-0)

Guidance literature:

With triethylamine; dmap; In dichloromethane; at 20 ℃; for 8h;

Reference yield: 100.0%

p-toluenesulfonyl chloride (98-59-9) + (S)-3-hydroxy-pyrrolidine-1-carboxylic acid tert-butyl ester (101469-92-5,83220-73-9) → (S)-3-(toluene-4-sulfonyloxy)pyrrolidin-1-ylcarboxylic acid tert-butyl ester (371240-55-0)

Guidance literature:

With pyridine;

DOI:10.1039/c7ra02766d

Reference yield: 87.0%

ethyl acetate n-hexane + p-toluenesulfonyl chloride (98-59-9) + (S)-3-hydroxy-pyrrolidine-1-carboxylic acid tert-butyl ester (101469-92-5,83220-73-9) → (S)-3-(toluene-4-sulfonyloxy)pyrrolidin-1-ylcarboxylic acid tert-butyl ester (371240-55-0)

Guidance literature:

With 2-(Dimethylamino)pyridine; triethylamine; In dichloromethane;

upstream raw materials:

(R)-tert-butyl 3-hydroxypyrrolidine-1-carboxylate

p-toluenesulfonyl chloride

di-tert-butyl dicarbonate

(S)-3-hydroxy-pyrrolidine-1-carboxylic acid tert-butyl ester

Downstream raw materials:

(S)-2,2-diphenyl-2-(pyrrolidin-3-yl)-acetonitrile

(3S)-3-amino-1-(tert-butoxycarbonyl)-pyrrolidine

(S)-tert-butyl 3-azidopyrrolidine-1-carboxylate

(R)-3-Diphenylphosphanyl-pyrrolidine