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

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Chemical Name:[(S)-3-Benzyloxy-2-hydroxy-1-(4-methoxy-benzyl)-5-oxo-pyrrolidin-2-yl]-acetic acid ethyl ester
CAS No.:812644-92-1
Molecular Formula:C₂₃H₂₇NO₆
Molecular Weight:413.47
Hs Code.:

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

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Chemical Property of [(S)-3-Benzyloxy-2-hydroxy-1-(4-methoxy-benzyl)-5-oxo-pyrrolidin-2-yl]-acetic acid ethyl ester

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Technology Process of [(S)-3-Benzyloxy-2-hydroxy-1-(4-methoxy-benzyl)-5-oxo-pyrrolidin-2-yl]-acetic acid ethyl ester

There total 1 articles about [(S)-3-Benzyloxy-2-hydroxy-1-(4-methoxy-benzyl)-5-oxo-pyrrolidin-2-yl]-acetic acid ethyl 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: 76.0%

: 141-78-6
ethyl acetate

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

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

Guidance literature:: ethyl acetate; With n-butyllithium; 1,1,1,3,3,3-hexamethyl-disilazane; In tetrahydrofuran; at -78 ℃; for 0.5h;

(S)-4-benzyloxy-1-(4-methoxybenzyl)-2,5-pyrrolidinedione; In tetrahydrofuran; at -78 ℃; for 3.25h;
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

: ((2R,3S)-3-Benzyloxy-pyrrolidin-2-yl)-acetic acid ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

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

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

3: Raney nickel / tetrahydrofuran / 1 h / 20 °C

4: formic acid / Pd/C / ethanol / 20 °C

With Lawessons reagent; triethylsilane; formic acid; boron trifluoride diethyl etherate; nickel; palladium on activated charcoal; In tetrahydrofuran; ethanol; 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

: benzyl (2R,3S)-(2-ethoxycarbonylmethyl-3-hydroxypyrrolidin-1-yl)carboxylate

Guidance literature:: Multi-step reaction with 6 steps

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

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

3: Raney nickel / tetrahydrofuran / 1 h / 20 °C

4: formic acid / Pd/C / ethanol / 20 °C

5: H₂ / Pd/C / ethanol

6: 43 mg / Et₃N / CH₂Cl₂ / 4 h / 20 °C

With Lawessons reagent; triethylsilane; formic acid; boron trifluoride diethyl etherate; hydrogen; nickel; triethylamine; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; toluene;
DOI:10.1016/j.tetasy.2004.09.020