(2S,4R)-1-(tert-Butoxycarbonyl)-4-fluoro-2-hydroxyMethylpyrrolidine

Base Information

• Chemical Name: (2S,4R)-1-(tert-Butoxycarbonyl)-4-fluoro-2-hydroxyMethylpyrrolidine
• CAS No.: 1138324-48-7
• Molecular Formula: C₁₀H₁₈FNO₃
• Molecular Weight: 219.256
• Mol file: 1138324-48-7.mol

Synonyms:(2S,4R)-1-(tert-Butoxycarbonyl)-4-fluoro-2-hydroxyMethylpyrrolidine;tert-butyl (2S,4R)-4-fluoro-2-(hydroxymethyl)pyrrolidine-1-carboxylate;(2S,4R)-tert-Butyl 4-fluoro-2-(hydroxymethyl)pyrrolidine-1-carboxylate

Chemical Property of (2S,4R)-1-(tert-Butoxycarbonyl)-4-fluoro-2-hydroxyMethylpyrrolidine

Chemical Property:

• Boiling Point: 298.0±25.0 °C(Predicted)
• PKA: 14.77±0.10(Predicted)
• PSA: 49.77000
• Density: 1.15±0.1 g/cm3(Predicted)
• LogP: 1.26410
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

(2S,4R)-tert-Butyl4-Fluoro-2-(hydroxymethyl)pyrrolidine-1-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (2S,4R)-1-(tert-Butoxycarbonyl)-4-fluoro-2-hydroxyMethylpyrrolidine

There total 27 articles about (2S,4R)-1-(tert-Butoxycarbonyl)-4-fluoro-2-hydroxyMethylpyrrolidine 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%

(2S,4R)-1-[(tert-butoxy)carbonyl]-4-fluoropyrrolidine-2-carboxylic acid (203866-14-2) → (2S,4R)-tert-butyl 4-fluoro-2-(hydroxymethyl)pyrrolidine-1-carboxylate (1138324-48-7)

Guidance literature:

(2S,4R)-1-[(tert-butoxy)carbonyl]-4-fluoropyrrolidine-2-carboxylic acid; With 4-methyl-morpholine; isobutyl chloroformate; In 1,2-dimethoxyethane; at -20 ℃; for 0.5h;

With sodium tetrahydroborate; water; at -20 ℃; for 0.5h;

Reference yield: 100.0%

1-(tert-butyl) 2-methyl (2R,4S)-4-fluoropyrrolidine-1,2-dicarboxylate (647857-39-4) → 4-(S)-fluoro-2-(R)-hydroxymethylpyrrolidine-1-carboxylic acid tert-butyl ester (869527-46-8,1138324-48-7)

Guidance literature:

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

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

Reference yield: 97.0%

1-tert-butyl 2-methyl (2S,4S)-4-fluoropyrrolidine-1,2-dicarboxylate (203866-16-4) → tert-butyl (2S,4S)-4-fluoro-2-(hydroxymethyl)pyrrolidine-1-carboxylate (317356-27-7,1138324-48-7)

Guidance literature:

With methanol; sodium tetrahydroborate; lithium chloride; In tetrahydrofuran; at 20 ℃; for 6h;

upstream raw materials:

methyl (2S,4R)-N-(tert-butyloxy)carbonyl-4-fluoropyrrolidine-2-carboxylate

(2S,4R)-1-[(tert-butoxy)carbonyl]-4-fluoropyrrolidine-2-carboxylic acid

di-tert-butyl dicarbonate

(2S,4S)-N-tert-butoxycarbonyl-4-hydroxyproline methyl ester

Downstream raw materials:

((2S,4S)-1-(4-bromophenyl)-4-fluoropyrrolidin-2-yl)methanol

2-((2R,4S)-1-(4-bromophenyl)-4-fluoropyrrolidin-2-yl)acetonitrile

2-((2R,4S)-4-fluoro-1-(4-(2-methylbenzyl)phenyl)pyrrolidin-2-yl)acetic acid trifluoroacetic acid salt