(2S,4R)-2-phenyl-4-((4-phenylmethoxy)phenyl)-5-oxo-3-oxazolidinecarboxylic acid methyl ester

Base Information

Chemical Name:(2S,4R)-2-phenyl-4-((4-phenylmethoxy)phenyl)-5-oxo-3-oxazolidinecarboxylic acid methyl ester
CAS No.:323192-76-3
Molecular Formula:C₂₄H₂₁NO₅
Molecular Weight:403.434
Hs Code.:

Synonyms:(2S,4R)-2-phenyl-4-((4-phenylmethoxy)phenyl)-5-oxo-3-oxazolidinecarboxylic acid methyl ester

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Chemical Property of (2S,4R)-2-phenyl-4-((4-phenylmethoxy)phenyl)-5-oxo-3-oxazolidinecarboxylic acid methyl ester

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Technology Process of (2S,4R)-2-phenyl-4-((4-phenylmethoxy)phenyl)-5-oxo-3-oxazolidinecarboxylic acid methyl ester

There total 1 articles about (2S,4R)-2-phenyl-4-((4-phenylmethoxy)phenyl)-5-oxo-3-oxazolidinecarboxylic acid methyl 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: 73.0%

: 1125-88-8
benzaldehyde dimethyl acetal

: 69489-40-3
D-2-[p-(benzyloxy)phenyl]glycine

: 79-22-1
methyl chloroformate

: 323192-76-3
(2S,4R)-2-phenyl-4-((4-phenylmethoxy)phenyl)-5-oxo-3-oxazolidinecarboxylic acid methyl ester

Guidance literature:: D-2-[p-(benzyloxy)phenyl]glycine; methyl chloroformate; With sodium hydrogencarbonate; In chloroform; water; for 24h;

benzaldehyde dimethyl acetal; With boron trifluoride diethyl etherate; In diethyl ether; for 72h; Further stages.;
DOI:10.1021/jo0013711

Reference yield: 88.0%

: 103935-47-3
2-bromoethyl triflate

: 323192-76-3
(2S,4R)-2-phenyl-4-((4-phenylmethoxy)phenyl)-5-oxo-3-oxazolidinecarboxylic acid methyl ester

: 323192-77-4
(2R,4R)-2-phenyl-4-(2-bromoethyl)-4-((4-phenylmethoxy)phenyl)-5-oxo-3-oxazolidinecarboxylic acid methyl ester

Guidance literature:: (2S,4R)-2-phenyl-4-((4-phenylmethoxy)phenyl)-5-oxo-3-oxazolidinecarboxylic acid methyl ester; With sodium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.5h;

2-bromoethyl triflate; at -78 ℃; for 0.75h; Further stages.;
DOI:10.1021/jo0013711

Reference yield:

: 323192-76-3
(2S,4R)-2-phenyl-4-((4-phenylmethoxy)phenyl)-5-oxo-3-oxazolidinecarboxylic acid methyl ester

: (S)-Cyclopropyl-(4-hydroxy-phenyl)-methoxycarbonylamino-acetic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: NaHMDS / tetrahydrofuran / 0.5 h / -78 °C

1.2: 88 percent / 0.75 h / -78 °C

2.1: 54 percent / LiOH / tetrahydrofuran; H₂O / 20 °C

3.1: 80 percent

4.1: 23 percent / Pd(acac)2 / diethyl ether / 10 h / 20 °C

5.1: H₂ / Pd/C / methanol / 3 h / 20 °C

With lithium hydroxide; hydrogen; sodium hexamethyldisilazane; palladium(II) acetylacetonate; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; water;
DOI:10.1021/jo0013711