(2'S,4'R)-(-)-4-(4'-benzyl-3'-benzyloxycarbonyl-5'-oxo-2'-phenyloxazolidin-4'-yl)-3-oxo-2-(triphenylphosphoranylidene)butanoate

Base Information

Chemical Name:(2'S,4'R)-(-)-4-(4'-benzyl-3'-benzyloxycarbonyl-5'-oxo-2'-phenyloxazolidin-4'-yl)-3-oxo-2-(triphenylphosphoranylidene)butanoate
CAS No.:169873-64-7
Molecular Formula:C₄₈H₄₂NO₇P
Molecular Weight:775.838
Hs Code.:

Synonyms:(2'S,4'R)-(-)-4-(4'-benzyl-3'-benzyloxycarbonyl-5'-oxo-2'-phenyloxazolidin-4'-yl)-3-oxo-2-(triphenylphosphoranylidene)butanoate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2'S,4'R)-(-)-4-(4'-benzyl-3'-benzyloxycarbonyl-5'-oxo-2'-phenyloxazolidin-4'-yl)-3-oxo-2-(triphenylphosphoranylidene)butanoate

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Technology Process of (2'S,4'R)-(-)-4-(4'-benzyl-3'-benzyloxycarbonyl-5'-oxo-2'-phenyloxazolidin-4'-yl)-3-oxo-2-(triphenylphosphoranylidene)butanoate

There total 5 articles about (2'S,4'R)-(-)-4-(4'-benzyl-3'-benzyloxycarbonyl-5'-oxo-2'-phenyloxazolidin-4'-yl)-3-oxo-2-(triphenylphosphoranylidene)butanoate 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: 95.0%

: 169787-90-0
(2'S,4'R)-4'-benzyl-3'-benzyloxycarbonyl-5'-oxo-2'-phenyloxazolidin-4'-ylacetyl chloride

: 1099-45-2
ethyl (triphenylphosphoranylidene)acetate

: 169873-64-7
(2'S,4'R)-(-)-4-(4'-benzyl-3'-benzyloxycarbonyl-5'-oxo-2'-phenyloxazolidin-4'-yl)-3-oxo-2-(triphenylphosphoranylidene)butanoate

Guidance literature:: In dichloromethane; 0 deg C, 1.5 h, then 20 deg C, 4.5 h;
DOI:10.1021/jo00053a006

Reference yield: 26.0%

: 20341-92-8
4-Bromo-3-oxo-2-(triphenyl-λ⁵-phosphanylidene)-butyric acid ethyl ester

: 95260-60-9
(2S,4S)-benzyl 4-benzyl-5-oxo-2-phenyloxazolidine-3-carboxylate

: 169873-64-7
(2'S,4'R)-(-)-4-(4'-benzyl-3'-benzyloxycarbonyl-5'-oxo-2'-phenyloxazolidin-4'-yl)-3-oxo-2-(triphenylphosphoranylidene)butanoate

Guidance literature:: With lithium hexamethyldisilazane; In tetrahydrofuran; 1.) -78 deg C, 2 h, 2.) -78 deg C to 20 deg C, 16 h;

Reference yield:

: 95260-60-9
(2S,4S)-benzyl 4-benzyl-5-oxo-2-phenyloxazolidine-3-carboxylate

: 169873-64-7
(2'S,4'R)-(-)-4-(4'-benzyl-3'-benzyloxycarbonyl-5'-oxo-2'-phenyloxazolidin-4'-yl)-3-oxo-2-(triphenylphosphoranylidene)butanoate

Guidance literature:: Multi-step reaction with 4 steps

1: 1) LiHMDS / 1) THF, -78 deg C

2: 32 percent / trifluoroacetic acid / CH₂Cl₂ / 0 °C

3: oxalyl chloride, DMF / CH₂Cl₂

4: 95 percent / CH₂Cl₂ / 0 deg C, 1.5 h, then 20 deg C, 4.5 h

With oxalyl dichloride; N,N-dimethyl-formamide; trifluoroacetic acid; lithium hexamethyldisilazane; In dichloromethane;
DOI:10.1021/jo00053a006