2-Pyrrolidinone,5-(hydroxymethyl)-4-(1-methylethyl)-,(4R,5S)-(9CI)

Base Information

• Chemical Name: 2-Pyrrolidinone,5-(hydroxymethyl)-4-(1-methylethyl)-,(4R,5S)-(9CI)
• CAS No.: 745014-14-6
• Molecular Formula: C₈H₁₅NO₂
• Molecular Weight: 157.213
• Mol file: 745014-14-6.mol

Synonyms:2-Pyrrolidinone,5-(hydroxymethyl)-4-(1-methylethyl)-,(4R,5S)-(9CI)

Chemical Property of 2-Pyrrolidinone,5-(hydroxymethyl)-4-(1-methylethyl)-,(4R,5S)-(9CI)

Chemical Property:

• PSA: 49.33000
• LogP: 0.46820

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Pyrrolidinone,5-(hydroxymethyl)-4-(1-methylethyl)-,(4R,5S)-(9CI)

There total 3 articles about 2-Pyrrolidinone,5-(hydroxymethyl)-4-(1-methylethyl)-,(4R,5S)-(9CI) 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:

2-(tert-butyl-dimethyl-silanyloxymethyl)-3-isopropyl-5-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester (696645-20-2) → (4R,5S)-5-Hydroxymethyl-4-isopropyl-pyrrolidin-2-one (745014-14-6)

Guidance literature:

With hydrogenchloride; In ethyl acetate; at -20 ℃;

DOI:10.1016/j.bmcl.2004.01.078

Reference yield:

(S)-tert-butyl 2-(((tert-butyldimethylsilyl)oxy)methyl)-5-oxo-2,5-dihydro-1H-pyrrole-1-carboxylate (81658-27-7) → (4R,5S)-5-Hydroxymethyl-4-isopropyl-pyrrolidin-2-one (745014-14-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: copper bromide dimethylsulfide complex / diethyl ether / -20 °C

1.2: 73 percent / trimethylsilyl chloride / diethyl ether / -78 °C

2.1: 92 percent / H₂ / Pd/C / ethanol / 760 Torr

3.1: HCl / ethyl acetate / -20 °C

With hydrogenchloride; copper(I) bromide dimethylsulfide complex; hydrogen; palladium on activated charcoal; In diethyl ether; ethanol; ethyl acetate;

DOI:10.1016/j.bmcl.2004.01.078

Reference yield:

(2S,3R)-N-tert-butoxycarbonyl-2-(tert-butyldimethylsilyloxymethyl)-3-(iso-propenyl)-pyrrolidine-5-one (745013-95-0) → (4R,5S)-5-Hydroxymethyl-4-isopropyl-pyrrolidin-2-one (745014-14-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / H₂ / Pd/C / ethanol / 760 Torr

2: HCl / ethyl acetate / -20 °C

With hydrogenchloride; hydrogen; palladium on activated charcoal; In ethanol; ethyl acetate;

DOI:10.1016/j.bmcl.2004.01.078

upstream raw materials:

2-(tert-butyl-dimethyl-silanyloxymethyl)-3-isopropyl-5-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

(S)-tert-butyl 2-(((tert-butyldimethylsilyl)oxy)methyl)-5-oxo-2,5-dihydro-1H-pyrrole-1-carboxylate

(2S,3R)-N-tert-butoxycarbonyl-2-(tert-butyldimethylsilyloxymethyl)-3-(iso-propenyl)-pyrrolidine-5-one