trans-N-benzyl-2,5-bis(hydroxymethyl)pyrrolidine

Base Information

• Chemical Name: trans-N-benzyl-2,5-bis(hydroxymethyl)pyrrolidine
• CAS No.: 157008-40-7
• Molecular Formula: C₁₃H₁₉NO₂
• Molecular Weight: 221.299
• Mol file: 157008-40-7.mol

Synonyms:trans-N-benzyl-2,5-bis(hydroxymethyl)pyrrolidine

Chemical Property of trans-N-benzyl-2,5-bis(hydroxymethyl)pyrrolidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of trans-N-benzyl-2,5-bis(hydroxymethyl)pyrrolidine

There total 18 articles about trans-N-benzyl-2,5-bis(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: 55.0%

(2S,5S)-1-Benzyl-pyrrolidine-2,5-dicarboxylic acid bis-((R)-4,4-dimethyl-2-oxo-tetrahydro-furan-3-yl) ester (156938-64-6) → trans-N-benzyl-2,5-bis(hydroxymethyl)pyrrolidine (157008-40-7)

Guidance literature:

With lithium aluminium tetrahydride;

DOI:10.1016/0040-4039(94)85057-7

Reference yield: 20.0%

N-benzyl-2,5-bis(hydroxymethyl)pyrrolidine → trans-N-benzyl-2,5-bis(hydroxymethyl)pyrrolidine (157008-40-7)

Guidance literature:

With vinyl acetate; Lipase PS; In hexane; dichloromethane; Resolution of racemate; Enzymatic reaction;

DOI:10.1016/j.ejmech.2013.04.011

Reference yield:

Adipic acid dichloride (111-50-2) → trans-N-benzyl-2,5-bis(hydroxymethyl)pyrrolidine (157008-40-7)

Guidance literature:

Multi-step reaction with 6 steps

1: 1.) Br₂ / 1.) reflux, 2.) RT

3: benzene / Heating

4: 95 percent / NaOMe / methanol / Heating

5: 95 percent / LiAlH₄ / tetrahydrofuran / Ambient temperature

With lithium aluminium tetrahydride; bromine; sodium methylate; In tetrahydrofuran; methanol; benzene;

DOI:10.1016/S0040-4039(00)73281-3

upstream raw materials:

vinyl acetate

(2S,5S)-1-Benzyl-pyrrolidine-2,5-dicarboxylic acid bis-((R)-4,4-dimethyl-2-oxo-tetrahydro-furan-3-yl) ester

(-)-(2S,5S)-N-benzyl-trans-2,5-bis(methoxycarbonyl)pyrrolidine

benzylamine

Downstream raw materials:

trans-N-benzyl-2,5-bis(methoxymethyl)pyrrolidine