Methyl (R)-1-Boc-4,4-difluoropyrrolidine-2-carboxylate

Base Information

• Chemical Name: Methyl (R)-1-Boc-4,4-difluoropyrrolidine-2-carboxylate
• CAS No.: 647857-74-7
• Molecular Formula: C11H17F2NO4
• Molecular Weight: 265.25400
• Mol file: 647857-74-7.mol

Synonyms:4,4-difluoropyrrolidine-1,2R-dicarboxylic acid 1-tert-butyl ester 2-methyl ester;

Chemical Property of Methyl (R)-1-Boc-4,4-difluoropyrrolidine-2-carboxylate

Chemical Property:

• Boiling Point: 292.7±40.0 °C(Predicted)
• PKA: -8.00±0.60(Predicted)
• PSA: 55.84000
• Density: 1.22±0.1 g/cm3(Predicted)
• LogP: 1.74200

Purity/Quality:

97% ^*data from raw suppliers

1-tert-Butyl 2-methyl (2R)-4,4-difluoropyrrolidine-1,2-dicarboxylate 97.0% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
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Technology Process of Methyl (R)-1-Boc-4,4-difluoropyrrolidine-2-carboxylate

There total 5 articles about Methyl (R)-1-Boc-4,4-difluoropyrrolidine-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: 98.0%

(R)-4-oxo-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester (256487-77-1) → methyl (R)-1-tert-butoxycarbonyl-4,4-difluoropyrrolidine-2-carboxylate (647857-74-7)

Guidance literature:

With diethylamino-sulfur trifluoride; In dichloromethane; at -78 - 27 ℃; for 16h;

Reference yield:

(2R,4R)-1-tert-butyl 2-methyl 4-hydroxypyrrolidine-1,2-dicarboxylate (114676-69-6) → methyl (R)-1-tert-butoxycarbonyl-4,4-difluoropyrrolidine-2-carboxylate (647857-74-7)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine; sulfur trioxide pyridine complex / dimethyl sulfoxide / 1 h / 20 °C / Cooling with ice

2: (bis-(2-methoxyethyl)amino)sulfur trufluoride / dichloromethane / -78 - 20 °C

With sulfur trioxide pyridine complex; triethylamine; (bis-(2-methoxyethyl)amino)sulfur trufluoride; In dichloromethane; dimethyl sulfoxide;

Reference yield:

(2R,4R)-4-hydroxy-2-methoxycarbonylpyrrolidine hydrochloride (114676-59-4) → methyl (R)-1-tert-butoxycarbonyl-4,4-difluoropyrrolidine-2-carboxylate (647857-74-7)

Guidance literature:

Multi-step reaction with 3 steps

1: dmap; triethylamine / water; acetone

2: triethylamine; sulfur trioxide pyridine complex / dimethyl sulfoxide / 1 h / 20 °C / Cooling with ice

3: (bis-(2-methoxyethyl)amino)sulfur trufluoride / dichloromethane / -78 - 20 °C

With dmap; sulfur trioxide pyridine complex; triethylamine; (bis-(2-methoxyethyl)amino)sulfur trufluoride; In dichloromethane; water; dimethyl sulfoxide; acetone;

upstream raw materials:

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

(2R,4R)-4-hydroxy-2-methoxycarbonylpyrrolidine hydrochloride

(2R,4R)-1-tert-butyl 2-methyl 4-hydroxypyrrolidine-1,2-dicarboxylate

cis-hydroxy-D-proline

Downstream raw materials:

(R)-N-(tert-butoxycarbonyl)-4,4-difluoropyrrolidine-2-carboxylic acid

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

(S)-methyl-4,4-difluoropyrrolidine-2-carboxylate trifluoroacetate

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