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

Base Information

• Chemical Name: 1-tert-butyl 2-methyl (2R,4R)-4-fluoropyrrolidine-1,2-dicarboxylate
• CAS No.: 647857-43-0
• Molecular Formula: C11H18FNO4
• Molecular Weight: 247.26300
• Mol file: 647857-43-0.mol

Synonyms:(2R,4R)-1-TERT-BUTYL 2-METHYL 4-FLUOROPYRROLIDINE-1,2-DICARBOXYLATE;

Chemical Property of 1-tert-butyl 2-methyl (2R,4R)-4-fluoropyrrolidine-1,2-dicarboxylate

Chemical Property:

• PSA: 55.84000
• LogP: 1.44480

Purity/Quality:

99%, ^*data from raw suppliers

Methyl(2R,4R)-1-Boc-4-fluoropyrrolidine-2-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-tert-butyl 2-methyl (2R,4R)-4-fluoropyrrolidine-1,2-dicarboxylate

There total 2 articles about 1-tert-butyl 2-methyl (2R,4R)-4-fluoropyrrolidine-1,2-dicarboxylate 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: 92.0%

(2R,4S)-1-tert-butyl 2-methyl 4-hydroxypyrrolidine-1,2-dicarboxylate (135042-17-0) → (2R,4R)-1-tert-butyl 2-methyl 4-fluoropyrrolidine-1,2-dicarboxylate (647857-43-0)

Guidance literature:

With diethylamino-sulfur trifluoride; In dichloromethane; at -78 - 20 ℃; for 20.5h; Heating / reflux;

Reference yield: 35.0%

(2R,4S)-1-tert-butyl 2-methyl 4-hydroxypyrrolidine-1,2-dicarboxylate (135042-17-0) → 4R-fluoropyrrolidine-1,2R-dicarboxylic acid 1-tert-butyl ester 2-methyl ester (647857-43-0)

Guidance literature:

(2R,4S)-1-tert-butyl 2-methyl 4-hydroxypyrrolidine-1,2-dicarboxylate; With (bis-(2-methoxyethyl)amino)sulfur trufluoride; In dichloromethane; at -78 - 23 ℃; for 5.53333h;

With sodium hydrogencarbonate; In dichloromethane; water;

Reference yield: 80.0%

(2R,4R)-1-tert-butyl 2-methyl 4-fluoropyrrolidine-1,2-dicarboxylate (647857-43-0) → tert-butyl (2R,4R)-4-fluoro-2-(hydroxymethyl)pyrrolidine-1-carboxylate (869527-51-5,1138324-48-7)

Guidance literature:

O₁-tert-butyl O₂-methyl (2R,4R)-4-fluoropyrrolidine-1,2-dicarboxylate; With lithium borohydride; In tetrahydrofuran; at 0 - 20 ℃; for 18h;

With acetic acid; In tetrahydrofuran; water; at 0 ℃;

upstream raw materials:

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

Downstream raw materials:

tert-butyl (2R,4R)-4-fluoro-2-(hydroxymethyl)pyrrolidine-1-carboxylate

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