(3S,4S)-1-Boc-3-hydroxy-4-(hydroxymethyl)-pyrrolidine

Base Information

• Chemical Name: (3S,4S)-1-Boc-3-hydroxy-4-(hydroxymethyl)-pyrrolidine
• CAS No.: 849935-87-1
• Molecular Formula: C10H19NO4
• Molecular Weight: 217.26200
• Mol file: 849935-87-1.mol

Synonyms:(3S,4S)-3-hydroxy-4-hydroxymethylpyrrolidin-1-N-carboxylic acid terf-butyl ester;20784 (3S,4S)-TERT-BUTYL 3-HYDROXY-4-(HYDROXYMETHYL)PYRROLIDINE-1-CARBOXYLATE;

Chemical Property of (3S,4S)-1-Boc-3-hydroxy-4-(hydroxymethyl)-pyrrolidine

Chemical Property:

• PSA: 70.00000
• LogP: 0.14440
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

(3S,4S)-tert-Butyl3-hydroxy-4-(hydroxymethyl)pyrrolidine-1-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (3S,4S)-1-Boc-3-hydroxy-4-(hydroxymethyl)-pyrrolidine

There total 7 articles about (3S,4S)-1-Boc-3-hydroxy-4-(hydroxymethyl)-pyrrolidine 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: 89.0%

di-tert-butyl dicarbonate (24424-99-5) + (3S,4S)-3-hydroxy-4-hydroxymethylpyrrolidine (397883-77-1) → (3S,4S)-N-tert-butoxycarbonyl-3-hydroxy-4-hydroxymethylpyrrolidine (849935-87-1)

Guidance literature:

In methanol; at 20 ℃; for 1h;

DOI:10.1016/j.bmc.2015.07.059

Reference yield: 71.0%

(3R,4S)-1-tert-butyl 3-ethyl 4-acetoxypyrrolidine-1,3-dicarboxylate → (3S,4S)-N-tert-butoxycarbonyl-3-hydroxy-4-hydroxymethylpyrrolidine (849935-87-1)

Guidance literature:

With methanol; lithium borohydride; In diethyl ether; for 0.5h; Heating / reflux;

Reference yield:

(3S,4S)-1-benzyl-4-(hydroxymethyl)pyrrolidin-3-ol (849935-80-4) → (3S,4S)-N-tert-butoxycarbonyl-3-hydroxy-4-hydroxymethylpyrrolidine (849935-87-1)

Guidance literature:

Multi-step reaction with 2 steps

1: ammonium hydroxide; 10 wt% Pd(OH)2 on carbon; hydrogen / methanol / 14 h / 20 °C

2: methanol / 1 h / 20 °C

With ammonium hydroxide; 10 wt% Pd(OH)2 on carbon; hydrogen; In methanol;

DOI:10.1016/j.bmc.2015.07.059

upstream raw materials:

(3S,4S)-1-benzyl-4-(hydroxymethyl)pyrrolidin-3-ol

(+/-)-trans-ethyl 1-benzyl-4-hydroxy-5-oxopyrrolidine-3-carboxylate

di-tert-butyl dicarbonate

(3S,4S)-3-hydroxy-4-hydroxymethylpyrrolidine

Downstream raw materials:

(3S,4S)-4-(hydroxymethyl)pyrrolidin-3-ol hydrochloride

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