ethyl (4S,5R)-[4-hydroxy-1-(4-methoxybenzyl)-2-oxopyrrolidin-5-yl]acetate

Base Information

Chemical Name:ethyl (4S,5R)-[4-hydroxy-1-(4-methoxybenzyl)-2-oxopyrrolidin-5-yl]acetate
CAS No.:812644-94-3
Molecular Formula:C₁₆H₂₁NO₅
Molecular Weight:307.346
Hs Code.:

Synonyms:ethyl (4S,5R)-[4-hydroxy-1-(4-methoxybenzyl)-2-oxopyrrolidin-5-yl]acetate

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Chemical Property of ethyl (4S,5R)-[4-hydroxy-1-(4-methoxybenzyl)-2-oxopyrrolidin-5-yl]acetate

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Technology Process of ethyl (4S,5R)-[4-hydroxy-1-(4-methoxybenzyl)-2-oxopyrrolidin-5-yl]acetate

There total 3 articles about ethyl (4S,5R)-[4-hydroxy-1-(4-methoxybenzyl)-2-oxopyrrolidin-5-yl]acetate 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: 87.0%

: 812644-93-2
ethyl (4S,5R)-[4-benzyloxy-1-(4-methoxybenzyl)-2-oxopyrrolidin-5-yl]acetate

: 812644-94-3
ethyl (4S,5R)-[4-hydroxy-1-(4-methoxybenzyl)-2-oxopyrrolidin-5-yl]acetate

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethanol; at 20 ℃; for 216h; under 760 Torr;
DOI:10.1016/j.tetasy.2004.09.020

Reference yield:

: 254730-07-9
(S)-4-benzyloxy-1-(4-methoxybenzyl)-2,5-pyrrolidinedione

: 812644-94-3
ethyl (4S,5R)-[4-hydroxy-1-(4-methoxybenzyl)-2-oxopyrrolidin-5-yl]acetate

Guidance literature:: Multi-step reaction with 3 steps

1.1: hexamethyldisilazane; n-BuLi / tetrahydrofuran / 0.5 h / -78 °C

1.2: 76 percent / tetrahydrofuran / 3.25 h / -78 °C

2.1: 86 percent / Et₃SiH; BF₃*OEt₂ / CH₂Cl₂ / -78 - 20 °C

3.1: 87 percent / H₂ / Pd/C / ethanol / 216 h / 20 °C / 760 Torr

With triethylsilane; n-butyllithium; boron trifluoride diethyl etherate; hydrogen; 1,1,1,3,3,3-hexamethyl-disilazane; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1016/j.tetasy.2004.09.020

Reference yield:

: 812644-92-1
[(S)-3-Benzyloxy-2-hydroxy-1-(4-methoxy-benzyl)-5-oxo-pyrrolidin-2-yl]-acetic acid ethyl ester

: 812644-94-3
ethyl (4S,5R)-[4-hydroxy-1-(4-methoxybenzyl)-2-oxopyrrolidin-5-yl]acetate

Guidance literature:: Multi-step reaction with 2 steps

1: 86 percent / Et₃SiH; BF₃*OEt₂ / CH₂Cl₂ / -78 - 20 °C

2: 87 percent / H₂ / Pd/C / ethanol / 216 h / 20 °C / 760 Torr

With triethylsilane; boron trifluoride diethyl etherate; hydrogen; palladium on activated charcoal; In ethanol; dichloromethane;
DOI:10.1016/j.tetasy.2004.09.020