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

Base Information

Chemical Name:ethyl (4S,5R)-[4-benzyloxy-1-(4-methoxybenzyl)-2-thioxopyrrolidin-5-yl]acetate
CAS No.:812644-99-8
Molecular Formula:C₂₃H₂₇NO₄S
Molecular Weight:413.538
Hs Code.:

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

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

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

There total 3 articles about ethyl (4S,5R)-[4-benzyloxy-1-(4-methoxybenzyl)-2-thioxopyrrolidin-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: 90.0%

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

: 812644-99-8
ethyl (4S,5R)-[4-benzyloxy-1-(4-methoxybenzyl)-2-thioxopyrrolidin-5-yl]acetate

Guidance literature:: With Lawessons reagent; In toluene; at 90 ℃; for 1h;
DOI:10.1016/j.tetasy.2004.09.020

Reference yield:

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

: 812644-99-8
ethyl (4S,5R)-[4-benzyloxy-1-(4-methoxybenzyl)-2-thioxopyrrolidin-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: 90 percent / Lawesson's reagent / toluene / 1 h / 90 °C

With Lawessons reagent; triethylsilane; n-butyllithium; boron trifluoride diethyl etherate; 1,1,1,3,3,3-hexamethyl-disilazane; In tetrahydrofuran; dichloromethane; toluene;
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

: 812644-99-8
ethyl (4S,5R)-[4-benzyloxy-1-(4-methoxybenzyl)-2-thioxopyrrolidin-5-yl]acetate

Guidance literature:: Multi-step reaction with 2 steps

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

2: 90 percent / Lawesson's reagent / toluene / 1 h / 90 °C

With Lawessons reagent; triethylsilane; boron trifluoride diethyl etherate; In dichloromethane; toluene;
DOI:10.1016/j.tetasy.2004.09.020