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

Base Information

Chemical Name:(4S,5R)-2-[4-hydroxy-1-(4-methoxybenzyl)-2-oxopyrrolidin-5-yl]acetic acid
CAS No.:812644-95-4
Molecular Formula:C₁₄H₁₇NO₅
Molecular Weight:279.293
Hs Code.:

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

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

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

There total 4 articles about (4S,5R)-2-[4-hydroxy-1-(4-methoxybenzyl)-2-oxopyrrolidin-5-yl]acetic acid 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:

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

: 812644-95-4
(4S,5R)-2-[4-hydroxy-1-(4-methoxybenzyl)-2-oxopyrrolidin-5-yl]acetic acid

Guidance literature:: With lithium hydroxide; In ethanol; at 20 ℃; for 5h;
DOI:10.1016/j.tetasy.2004.09.020

Reference yield:

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

: 812644-95-4
(4S,5R)-2-[4-hydroxy-1-(4-methoxybenzyl)-2-oxopyrrolidin-5-yl]acetic acid

Guidance literature:: Multi-step reaction with 4 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

4.1: aq. LiOH / ethanol / 5 h / 20 °C

With triethylsilane; lithium hydroxide; 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:

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

: 812644-95-4
(4S,5R)-2-[4-hydroxy-1-(4-methoxybenzyl)-2-oxopyrrolidin-5-yl]acetic acid

Guidance literature:: Multi-step reaction with 2 steps

1: 87 percent / H₂ / Pd/C / ethanol / 216 h / 20 °C / 760 Torr

2: aq. LiOH / ethanol / 5 h / 20 °C

With lithium hydroxide; hydrogen; palladium on activated charcoal; In ethanol;
DOI:10.1016/j.tetasy.2004.09.020