tert-butyl (2R,3R)-2-(hydroxymethyl)-3-phenylpyrrolidine-1-carboxylate

Base Information

• Chemical Name: tert-butyl (2R,3R)-2-(hydroxymethyl)-3-phenylpyrrolidine-1-carboxylate
• CAS No.: 700367-14-2
• Molecular Formula: C₁₆H₂₃NO₃
• Molecular Weight: 277.364
• Mol file: 700367-14-2.mol

Synonyms:tert-butyl (2R,3R)-2-(hydroxymethyl)-3-phenylpyrrolidine-1-carboxylate

Chemical Property of tert-butyl (2R,3R)-2-(hydroxymethyl)-3-phenylpyrrolidine-1-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of tert-butyl (2R,3R)-2-(hydroxymethyl)-3-phenylpyrrolidine-1-carboxylate

There total 8 articles about tert-butyl (2R,3R)-2-(hydroxymethyl)-3-phenylpyrrolidine-1-carboxylate 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: 90.0%

di-tert-butyl dicarbonate (24424-99-5) + (R)-(3-phenylpyrrolidin-2-yl)methanol → tert-butyl (2R,3R)-2-(hydroxymethyl)-3-phenylpyrrolidine-1-carboxylate (700367-14-2)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 12h; Inert atmosphere;

Reference yield: 86.0%

(2S,3R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-3-phenyl-pyrrolidine-1-carboxylic acid tert-butyl ester (158038-38-1) → tert-butyl (2R,3R)-2-(hydroxymethyl)-3-phenylpyrrolidine-1-carboxylate (700367-14-2)

Guidance literature:

With tetrabutyl ammonium fluoride;

DOI:10.1016/S0957-4166(00)86204-7

Reference yield: 55.0%

di-tert-butyl dicarbonate (24424-99-5) + (4R,5R)-4-phenyl-5-nitro-tetrahydro-2H-pyran-2-ol → tert-butyl (2R,3R)-2-(hydroxymethyl)-3-phenylpyrrolidine-1-carboxylate (700367-14-2)

Guidance literature:

(4R,5R)-4-phenyl-5-nitro-tetrahydro-2H-pyran-2-ol; With hydrogen; palladium(II) hydroxide; In methanol;

di-tert-butyl dicarbonate; In acetonitrile;

upstream raw materials:

(2S,3R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-3-phenyl-pyrrolidine-1-carboxylic acid tert-butyl ester

4S,5S-1-t-butoxycarbonyl-5-t-butyldiphenylsiloxymethyl-4-phenylpyrrolidine-2-one

(E)-3-phenylpropenal

di-tert-butyl dicarbonate

Downstream raw materials:

(2S,3R)-3-phenyl-pyrrolidine-2-carboxylic acid

(2S,3R)-1-(tert-butoxycarbonyl)-3-phenylpyrrolidine-2-carboxylic acid