Trans-Tert-Butyl 2-(Hydroxymethyl)-4-Methylpyrrolidine-1-Carboxylate

Base Information

• Chemical Name: Trans-Tert-Butyl 2-(Hydroxymethyl)-4-Methylpyrrolidine-1-Carboxylate
• CAS No.: 220047-75-6
• Molecular Formula: C₁₁H₂₁NO₃
• Molecular Weight: 215.293
• Mol file: 220047-75-6.mol

Synonyms:tert-butyl (2S,4R)-2-(hydroxymethyl)-4-methylpyrrolidine-1-carboxylate

Chemical Property of Trans-Tert-Butyl 2-(Hydroxymethyl)-4-Methylpyrrolidine-1-Carboxylate

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

tert-butyl(2S,4R)-2-(hydroxymethyl)-4-methylpyrrolidine-1-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Trans-Tert-Butyl 2-(Hydroxymethyl)-4-Methylpyrrolidine-1-Carboxylate

There total 2 articles about Trans-Tert-Butyl 2-(Hydroxymethyl)-4-Methylpyrrolidine-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:

(S)-2-tert-butyldimethylsilyloxymethyl-N-tert-butyloxycarbonyl-4-methylenepyrrolidine → tert-butyl (2S,4R)-2-(hydroxymethyl)-4-methylpyrrolidine-1-carboxylate (220047-75-6) + (2S,4S)-tert-butyl 2-(hydroxymethyl)-4-methylpyrrolidine-1-carboxylate (540501-56-2)

Guidance literature:

(S)-2-tert-butyldimethylsilyloxymethyl-N-tert-butyloxycarbonyl-4-methylenepyrrolidine; With hydrogen; nickel; In methanol;

With tetrabutyl ammonium fluoride; In tetrahydrofuran;

DOI:10.1021/ja061793d

Reference yield:

2-(tert-butyl-dimethyl-silanyloxymethyl)-4-methyl-pyrrolidine-1-carboxylic acid tert-butyl ester → tert-butyl (2S,4R)-2-(hydroxymethyl)-4-methylpyrrolidine-1-carboxylate (220047-75-6) + (2S,4S)-tert-butyl 2-(hydroxymethyl)-4-methylpyrrolidine-1-carboxylate (540501-56-2)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; Title compound not separated from byproducts;

DOI:10.1021/jo034214l

Reference yield: 100.0%

tert-butyl (2S,4R)-2-(hydroxymethyl)-4-methylpyrrolidine-1-carboxylate (220047-75-6) → (2S,4R)-1-[(tert-butoxy)carbonyl]-4-methylpyrrolidine-2-carboxylic acid (364750-80-1,871727-77-4)

Guidance literature:

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; In water; acetonitrile; at 20 ℃; for 15h;

DOI:10.3987/COM-18-S(F)8

Downstream raw materials:

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

trans-4-methyl-L-proline

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