acetic acid (2S,3S)-2-allyl-1-benzyl-5-oxo-pyrrolidin-3-yl ester

Base Information

• Chemical Name: acetic acid (2S,3S)-2-allyl-1-benzyl-5-oxo-pyrrolidin-3-yl ester
• CAS No.: 1193217-92-3
• Molecular Formula: C₁₆H₁₉NO₃
• Molecular Weight: 273.332
• Mol file: 1193217-92-3.mol

Synonyms:acetic acid (2S,3S)-2-allyl-1-benzyl-5-oxo-pyrrolidin-3-yl ester

Chemical Property of acetic acid (2S,3S)-2-allyl-1-benzyl-5-oxo-pyrrolidin-3-yl ester

Chemical Property:

Purity/Quality:

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Technology Process of acetic acid (2S,3S)-2-allyl-1-benzyl-5-oxo-pyrrolidin-3-yl ester

There total 6 articles about acetic acid (2S,3S)-2-allyl-1-benzyl-5-oxo-pyrrolidin-3-yl ester 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: 61.0%

(4S,5S)-4-acetoxy-5-(2-acetoxy-3-phenylsulfonylpropyl)-1-benzylpyrrolidin-2-one → C22H23NO5S + acetic acid (2S,3S)-2-allyl-1-benzyl-5-oxo-pyrrolidin-3-yl ester (1193217-92-3)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; samarium diiodide; In tetrahydrofuran; at 20 ℃; for 0.166667h;

DOI:10.1021/jo901790g

Reference yield:

acetic acid (2S,3S)-2-acetoxy-1-benzyl-5-oxo-pyrrolidin-3-yl ester (133005-21-7) + allyl-trimethyl-silane (762-72-1) → acetic acid (2R,3S)-2-allyl-1-benzyl-5-oxo-pyrrolidin-3-yl ester (133005-22-8) + acetic acid (2S,3S)-2-allyl-1-benzyl-5-oxo-pyrrolidin-3-yl ester (1193217-92-3)

Guidance literature:

With boron trifluoride diethyl etherate; Yield given. Yields of byproduct given;

DOI:10.1016/S0040-4039(00)92639-X

Reference yield:

acetic acid (2S,3S)-1-benzyl-2-hydroxy-5-oxo-pyrrolidin-3-yl ester (132917-66-9) → acetic acid (2S,3S)-2-allyl-1-benzyl-5-oxo-pyrrolidin-3-yl ester (1193217-92-3)

Guidance literature:

Multi-step reaction with 2 steps

1: DMAP / pyridine / 4 h

2: BF₃*Et₂O

With dmap; boron trifluoride diethyl etherate; In pyridine;

DOI:10.1016/S0040-4039(00)92639-X

upstream raw materials:

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

allyl-trimethyl-silane

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

(S)-4-acetoxy-1-benzyl-2,5-pyrrolidinedione