tert-butyl (2S,3S)-2-benzyl-3-hydroxy-5-oxopyrrolidine-1-carboxylate(SALTDATA: FREE)

Base Information

• Chemical Name: tert-butyl (2S,3S)-2-benzyl-3-hydroxy-5-oxopyrrolidine-1-carboxylate(SALTDATA: FREE)
• CAS No.: 109579-10-4
• Molecular Formula: C16H21NO4
• Molecular Weight: 291.347
• Mol file: 109579-10-4.mol

Synonyms:(S,S)-1,3-dimethyl-4,5-diphenylimidazolidin-2-one;(4S,5S)-N-Boc-5-benzyl-4-hydroxy-2-pyrrolidinone;(4S,5S)-5-benzyl-4-hydroxy-1-t-butoxycarbonylpyrrolidin-2-one;(4S,5R)-N-(((tert)-butyloxy)carbonyl)-5-benzyl-4-hydroxy-2-pyrrolidinone;2-Imidazolidinone,1,3-dimethyl-4,5-diphenyl-,(4S,5S);(4S,5S)-5-Benzyl-1-butoxycarbonyl-4-hydroxy-2-oxopyrrolidine;(4S,5S)-1-tert-butoxycarbonyl-5-benzyl-4-hydroxy-2-oxopyrrolidine;

Chemical Property of tert-butyl (2S,3S)-2-benzyl-3-hydroxy-5-oxopyrrolidine-1-carboxylate(SALTDATA: FREE)

Chemical Property:

• PSA: 66.84000
• LogP: 2.06390

Purity/Quality:

97% ^*data from raw suppliers

tert-Butyl(2S,3S)-2-Benzyl-3-hydroxy-5-oxopyrrolidine-1-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of tert-butyl (2S,3S)-2-benzyl-3-hydroxy-5-oxopyrrolidine-1-carboxylate(SALTDATA: FREE)

There total 30 articles about tert-butyl (2S,3S)-2-benzyl-3-hydroxy-5-oxopyrrolidine-1-carboxylate(SALTDATA: FREE) 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: 92.0%

(5S)-5-benzyl-1-(tert-butyloxycarbonyl)-4-hydroxy-1,5-dihydro-pyrrol-2-one (112700-41-1) → (4S,5S)-5-Benzyl-1-(tert-butyloxycarbonyl)-4-hydroxypyrrolidin-2-one (109579-10-4)

Guidance literature:

With sodium tetrahydroborate; acetic acid; In dichloromethane; at -15 - -5 ℃; for 8.75h;

DOI:10.1039/b101584m

Reference yield:

(5S)-5-benzyl-4-hydroxy-1-t-butoxycarbonylpyrrol-2(5H)-one (109579-09-1) → (4S,5S)-5-Benzyl-1-(tert-butyloxycarbonyl)-4-hydroxypyrrolidin-2-one (109579-10-4)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 0 - 20 ℃; for 2h;

DOI:10.1016/j.tet.2011.07.049

Reference yield:

(5S)-5-benzyl-1-(tert-butyloxycarbonyl)-4-hydroxy-1,5-dihydro-pyrrol-2-one (112700-41-1) → (4S,5R)-N-(((tert)-butyloxy)carbonyl)-5-benzyl-4-hydroxy-2-pyrrolidinone (109579-10-4,109579-13-7,144186-19-6)

Guidance literature:

With sodium tetrahydroborate; In dichloromethane; acetic acid; for 5h; Yield given;

upstream raw materials:

(5S)-5-benzyl-1-(tert-butyloxycarbonyl)-4-hydroxy-1,5-dihydro-pyrrol-2-one

di-tert-butyl dicarbonate

(4S,5S)-5-Benzyl-2-oxo-4-hydroxypyrrolidine

(5S)-5-benzyl-4-hydroxy-1-t-butoxycarbonylpyrrol-2(5H)-one

Downstream raw materials:

methyl (3S,4S)-N-tert-butoxycarbonyl-4-amino-3-hydroxy-5-phenylpentanoate

(2S,3S)-tert-butyl 2-benzyl-3-((tert-butyldimethylsilyl)oxy)-5-oxopyrrolidine-1-carboxylate

tert-butyl (2S,3S)-2-benzyl-3-hydroxypyrrolidine-1-carboxylate

(+)-preussin