tert-butyl (3R)-4-[(S)-4-benzyl-2-oxooxazolidin-3-yl]-3-[3-(benzyloxy)benzyl]-4-oxobutanoate

Base Information

Chemical Name:tert-butyl (3R)-4-[(S)-4-benzyl-2-oxooxazolidin-3-yl]-3-[3-(benzyloxy)benzyl]-4-oxobutanoate
CAS No.:1352791-77-5
Molecular Formula:C₃₂H₃₅NO₆
Molecular Weight:529.633
Hs Code.:

Synonyms:tert-butyl (3R)-4-[(S)-4-benzyl-2-oxooxazolidin-3-yl]-3-[3-(benzyloxy)benzyl]-4-oxobutanoate

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Chemical Property of tert-butyl (3R)-4-[(S)-4-benzyl-2-oxooxazolidin-3-yl]-3-[3-(benzyloxy)benzyl]-4-oxobutanoate

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Technology Process of tert-butyl (3R)-4-[(S)-4-benzyl-2-oxooxazolidin-3-yl]-3-[3-(benzyloxy)benzyl]-4-oxobutanoate

There total 3 articles about tert-butyl (3R)-4-[(S)-4-benzyl-2-oxooxazolidin-3-yl]-3-[3-(benzyloxy)benzyl]-4-oxobutanoate 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: 71.0%

: 5292-43-3
bromoacetic acid tert-butyl ester

: 222556-16-3
(4S)-4-benzyl-3-[3-{3-(benzyloxy)phenyl}propanoyl]oxazolidin-2-one

: 1352791-77-5
tert-butyl (3R)-4-[(S)-4-benzyl-2-oxooxazolidin-3-yl]-3-[3-(benzyloxy)benzyl]-4-oxobutanoate

Guidance literature:: (4S)-4-benzyl-3-[3-{3-(benzyloxy)phenyl}propanoyl]oxazolidin-2-one; With sodium hexamethyldisilazane; In tetrahydrofuran; at -65 ℃; for 0.75h;

bromoacetic acid tert-butyl ester; In tetrahydrofuran; at -70 ℃; for 3h;

With ammonium chloride; In tetrahydrofuran; water; for 12h;
DOI:10.1002/ejoc.201100868

Reference yield:

: 1352791-76-4
tert-butyl 3-[3-(benzyloxy)phenyl]propanoate

: 1352791-77-5
tert-butyl (3R)-4-[(S)-4-benzyl-2-oxooxazolidin-3-yl]-3-[3-(benzyloxy)benzyl]-4-oxobutanoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: trifluoroacetic acid / dichloromethane / 10 h

2.1: pivaloyl chloride; triethylamine / tetrahydrofuran / 2 h / -30 °C

2.2: 24 h

3.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.75 h / -65 °C

3.2: 3 h / -70 °C

3.3: 12 h

With sodium hexamethyldisilazane; pivaloyl chloride; triethylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1002/ejoc.201100868

Reference yield:

: 1700-31-8
3-benzyloxybenzyl bromide

: 1352791-77-5
tert-butyl (3R)-4-[(S)-4-benzyl-2-oxooxazolidin-3-yl]-3-[3-(benzyloxy)benzyl]-4-oxobutanoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-butyllithium; diisopropylamine / tetrahydrofuran / -78 - -30 °C / Inert atmosphere

1.2: 1 h / Inert atmosphere

2.1: trifluoroacetic acid / dichloromethane / 10 h

3.1: pivaloyl chloride; triethylamine / tetrahydrofuran / 2 h / -30 °C

3.2: 24 h

4.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.75 h / -65 °C

4.2: 3 h / -70 °C

4.3: 12 h

With n-butyllithium; sodium hexamethyldisilazane; pivaloyl chloride; triethylamine; diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1002/ejoc.201100868