4,4-Difluoro-L-proline Methyl ester trifluoroacetate

Base Information

• Chemical Name: 4,4-Difluoro-L-proline Methyl ester trifluoroacetate
• CAS No.: 915230-14-7
• Molecular Formula: C8H10F5NO4
• Molecular Weight: 279.164
• Mol file: 915230-14-7.mol

Synonyms:4,4-Difluoro-L-proline Methyl ester trifluoroacetate;4,4-Difluoro-L-proline Me...;methyl (2S)-4,4-difluoropyrrolidine-2-carboxylate;(S)-Methyl 4,4-difluoropyrrolidine-2-carboxylate 2,2,2-trifluoroacetate

Chemical Property of 4,4-Difluoro-L-proline Methyl ester trifluoroacetate

Chemical Property:

• PSA: 75.63000
• LogP: 1.11870

Purity/Quality:

98.5% ^*data from raw suppliers

Methyl 4,4-Difluoro-L-proline trifluoroacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4,4-Difluoro-L-proline Methyl ester trifluoroacetate

There total 5 articles about 4,4-Difluoro-L-proline Methyl ester trifluoroacetate 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: 77.0%

trifluoroacetic acid (76-05-1) + 1-tert-butyl 2-methyl (2S)-4,4-difluoropyrrolidine-1,2-dicarboxylate (203866-17-5) → (S)-methyl-4,4-difluoropyrrolidine-2-carboxylate trifluoroacetate (915230-14-7)

Guidance literature:

for 0.5h;

Reference yield:

methyl (R)-1-tert-butoxycarbonyl-4,4-difluoropyrrolidine-2-carboxylate (647857-74-7) + trifluoroacetic acid (76-05-1) → (S)-methyl-4,4-difluoropyrrolidine-2-carboxylate trifluoroacetate (915230-14-7)

Guidance literature:

In dichloromethane; at 20 ℃; for 6h;

Reference yield:

(S)-1-tert-butyl 2-methyl 4-oxopyrrolidine-1,2-dicarboxylate (102195-80-2) → (S)-methyl-4,4-difluoropyrrolidine-2-carboxylate trifluoroacetate (915230-14-7)

Guidance literature:

Multi-step reaction with 2 steps

1: diethylamino-sulfur trifluoride / dichloromethane / 20 h / 0 - 20 °C

2: dichloromethane / 4 h / 20 °C

With diethylamino-sulfur trifluoride; In dichloromethane;

DOI:10.1021/acs.jmedchem.6b00879

upstream raw materials:

trifluoroacetic acid

1-tert-butyl 2-methyl (2S)-4,4-difluoropyrrolidine-1,2-dicarboxylate

methyl (R)-1-tert-butoxycarbonyl-4,4-difluoropyrrolidine-2-carboxylate

(R)-4-oxo-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester

Downstream raw materials:

4-fluoro-1H-pyrrole-2-carboxylic acid methyl ester

4-fluoro-pyrrole-2-carboxylic acid

(S)-4,4-difluoro-N-tosyl-pyrrolidine-2-carboxylic acid methyl ester

Refernces

• 1、 -. "Aurora Kinase Modulators and Method of Use". Paragraph 0542. . Retrieved 2014/11/27.