(2S,4S)-1-(tert-Butoxycarbonyl)-4-fluoro-2-hydroxymethylpyrrolidine

Base Information

• Chemical Name: (2S,4S)-1-(tert-Butoxycarbonyl)-4-fluoro-2-hydroxymethylpyrrolidine
• CAS No.: 317356-27-7
• Molecular Formula: C10H18FNO3
• Molecular Weight: 219.256
• Mol file: 317356-27-7.mol

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

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

Chemical Property:

• Boiling Point: 298.006 °C at 760 mmHg
• PKA: 14.77±0.10(Predicted)
• Flash Point: 134.029 °C
• PSA: 49.77000
• Density: 1.156 g/cm³
• LogP: 1.26410

Purity/Quality:

99.3% ^*data from raw suppliers

(2S,4S)-1-(tert-Butoxycarbonyl)-4-fluoro-2-hydroxymethylpyrrolidine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

There total 10 articles about (2S,4S)-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: 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;

Reference yield: 97.0%

(2S,4S)-1-(tert-butoxycarbonyl)-4-fluoropyrrolidine-2-carboxylic acid (203866-13-1) → tert-butyl (2S,4S)-4-fluoro-2-(hydroxymethyl)pyrrolidine-1-carboxylate (317356-27-7,1138324-48-7)

Guidance literature:

With borane-THF; In tetrahydrofuran; at 0 - 20 ℃; for 24h;

Reference yield: 90.0%

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

Guidance literature:

upstream raw materials:

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

(2S,4S)-1-(tert-butoxycarbonyl)-4-fluoropyrrolidine-2-carboxylic acid

1-tert-butyl 2-methyl (2S,4R)-4-hydroxy-1,2-pyrrolidinedicarboxylate

(R)-4-hydroxy-L-proline ethyl ester

Downstream raw materials:

(Z)-(2S)-(4-benzyloxy-2-butenyloxy)methyl-1-(tert-butoxycarbonyl)-(4S)-fluoropyrrolidine

C₄₁H₄₈F₂N₆O₄

C₄₅H₅₄F₂N₈O₆

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

Refernces

• 1、 -. "POTENT HUMAN NEURONAL NITRIC OXIDE SYNTHASE INHIBITORS". Paragraph 00357; 00358. . Retrieved 2021/09/04.
• 2、 -. "BENZIMIDAZOLE-LINKED INDOLE COMPOUND ACTING AS NOVEL DIVALENT IAP ANTAGONIST". Paragraph 0161; 0163. . Retrieved 2019/03/14.