Acetic acid (3S,4S)-4-acetoxy-2-cyano-1-(4-methoxy-benzyl)-5-oxo-pyrrolidin-3-yl ester

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Chemical Name:Acetic acid (3S,4S)-4-acetoxy-2-cyano-1-(4-methoxy-benzyl)-5-oxo-pyrrolidin-3-yl ester
CAS No.:773143-70-7
Molecular Formula:C₁₇H₁₈N₂O₆
Molecular Weight:346.34
Hs Code.:

Synonyms:Acetic acid (3S,4S)-4-acetoxy-2-cyano-1-(4-methoxy-benzyl)-5-oxo-pyrrolidin-3-yl ester

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Chemical Property of Acetic acid (3S,4S)-4-acetoxy-2-cyano-1-(4-methoxy-benzyl)-5-oxo-pyrrolidin-3-yl ester

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Technology Process of Acetic acid (3S,4S)-4-acetoxy-2-cyano-1-(4-methoxy-benzyl)-5-oxo-pyrrolidin-3-yl ester

There total 2 articles about Acetic acid (3S,4S)-4-acetoxy-2-cyano-1-(4-methoxy-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: 100.0%

: 7677-24-9
trimethylsilyl cyanide

: 773143-69-4
(3S,4R,5R)-3,4,5-triacetoxy-1-(4-methoxybenzyl)-2-pyrrolidinone

: 773143-70-7
Acetic acid (3S,4S)-4-acetoxy-2-cyano-1-(4-methoxy-benzyl)-5-oxo-pyrrolidin-3-yl ester

Guidance literature:: With boron trifluoride diethyl etherate; In toluene; at 20 ℃; for 1h;
DOI:10.1016/j.tet.2004.06.109

Reference yield:

: (+/-)-(3R,4S)-3,4-diacetoxy-1-(4-methoxybenzyl)-2,5-pyrrolidinedione

: 773143-70-7
Acetic acid (3S,4S)-4-acetoxy-2-cyano-1-(4-methoxy-benzyl)-5-oxo-pyrrolidin-3-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: (S)-BINAL-H; EtOH / tetrahydrofuran / 17 h / -78 °C

1.2: 68 percent / pyridine / 20 °C

2.1: 100 percent / BF₃*Et₂O / toluene / 1 h / 20 °C

With ethanol; (-)-(S)-BINAL-H; boron trifluoride diethyl etherate; In tetrahydrofuran; toluene;
DOI:10.1016/j.tet.2004.06.109

Reference yield: 46.0%

: 77-76-9
2,2-dimethoxy-propane

: 773143-70-7
Acetic acid (3S,4S)-4-acetoxy-2-cyano-1-(4-methoxy-benzyl)-5-oxo-pyrrolidin-3-yl ester

: 773143-72-9
(3aS,4S,6aS)-5-(4-Methoxy-benzyl)-2,2-dimethyl-6-oxo-tetrahydro-[1,3]dioxolo[4,5-c]pyrrole-4-carbonitrile

: 773143-71-8
(3aS,4R,6aS)-5-(4-Methoxy-benzyl)-2,2-dimethyl-6-oxo-tetrahydro-[1,3]dioxolo[4,5-c]pyrrole-4-carbonitrile

Guidance literature:: Acetic acid (3S,4S)-4-acetoxy-2-cyano-1-(4-methoxy-benzyl)-5-oxo-pyrrolidin-3-yl ester; With acetyl chloride; In ethanol; at 50 ℃; for 2.5h;

2,2-dimethoxy-propane; With toluene-4-sulfonic acid; In acetone; at 30 ℃; for 2h; Further stages.;
DOI:10.1016/j.tet.2004.06.109