(4S)-1-Benzyl-4alpha,5alpha-diacetoxypyrrolidine-2-one

Base Information

Chemical Name:(4S)-1-Benzyl-4alpha,5alpha-diacetoxypyrrolidine-2-one
CAS No.:133005-21-7
Molecular Formula:C15H17NO5
Molecular Weight:291.304
Hs Code.:
DSSTox Substance ID:DTXSID601189392
Nikkaji Number:J2.198.250D

Synonyms:DTXSID601189392;(4S)-1-Benzyl-4alpha,5alpha-diacetoxypyrrolidine-2-one;(4S,5S)-4,5-Bis(acetyloxy)-1-(phenylmethyl)-2-pyrrolidinone;133005-21-7

Suppliers and Price of (4S)-1-Benzyl-4alpha,5alpha-diacetoxypyrrolidine-2-one

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

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Chemical Property of (4S)-1-Benzyl-4alpha,5alpha-diacetoxypyrrolidine-2-one

Chemical Property:

XLogP3:0.9
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:6
Exact Mass:291.11067264
Heavy Atom Count:21
Complexity:416

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CC(=O)OC1CC(=O)N(C1OC(=O)C)CC2=CC=CC=C2
Isomeric SMILES:CC(=O)O[C@H]1CC(=O)N([C@H]1OC(=O)C)CC2=CC=CC=C2

Technology Process of (4S)-1-Benzyl-4alpha,5alpha-diacetoxypyrrolidine-2-one

There total 6 articles about (4S)-1-Benzyl-4alpha,5alpha-diacetoxypyrrolidine-2-one 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: 91.0%

: 108-24-7
acetic anhydride

: 132917-66-9
acetic acid (2S,3S)-1-benzyl-2-hydroxy-5-oxo-pyrrolidin-3-yl ester

: 133005-21-7
acetic acid (2S,3S)-2-acetoxy-1-benzyl-5-oxo-pyrrolidin-3-yl ester

Guidance literature:: With pyridine; dmap; for 3h; Ambient temperature;
DOI:10.1016/0040-4020(95)01085-8

Reference yield: 90.0%

: 108-24-7
acetic anhydride

: 129823-21-8,173353-34-9
(S)-4-acetoxy-1-benzyl-2,5-pyrrolidinedione

: 133005-21-7
acetic acid (2S,3S)-2-acetoxy-1-benzyl-5-oxo-pyrrolidin-3-yl ester

Guidance literature:: (S)-4-acetoxy-1-benzyl-2,5-pyrrolidinedione; With lithium triethylborohydride; In tetrahydrofuran; dichloromethane; at -78 ℃; for 0.25h;

acetic anhydride; In tetrahydrofuran; dichloromethane; at -78 - 20 ℃;
DOI:10.1055/s-2006-926318

Reference yield:

: 129823-21-8,173353-34-9
(S)-4-acetoxy-1-benzyl-2,5-pyrrolidinedione

: 133005-21-7
acetic acid (2S,3S)-2-acetoxy-1-benzyl-5-oxo-pyrrolidin-3-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 85 percent / NaBH₄ / ethanol / 0.25 h / -30 °C

2: 91 percent / pyridine, DMAP / 3 h / Ambient temperature

With pyridine; dmap; sodium tetrahydroborate; In ethanol;
DOI:10.1016/0040-4020(95)01085-8