(4S,5R)-3-[(2R,4R)-2-(2-Methyl-propenyl)-6-oxo-tetrahydro-pyran-4-yl]-4,5-diphenyl-oxazolidin-2-one

Base Information

Chemical Name:(4S,5R)-3-[(2R,4R)-2-(2-Methyl-propenyl)-6-oxo-tetrahydro-pyran-4-yl]-4,5-diphenyl-oxazolidin-2-one
CAS No.:149707-17-5
Molecular Formula:C₂₄H₂₅NO₄
Molecular Weight:391.467
Hs Code.:

Synonyms:(4S,5R)-3-[(2R,4R)-2-(2-Methyl-propenyl)-6-oxo-tetrahydro-pyran-4-yl]-4,5-diphenyl-oxazolidin-2-one

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Chemical Property of (4S,5R)-3-[(2R,4R)-2-(2-Methyl-propenyl)-6-oxo-tetrahydro-pyran-4-yl]-4,5-diphenyl-oxazolidin-2-one

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Technology Process of (4S,5R)-3-[(2R,4R)-2-(2-Methyl-propenyl)-6-oxo-tetrahydro-pyran-4-yl]-4,5-diphenyl-oxazolidin-2-one

There total 7 articles about (4S,5R)-3-[(2R,4R)-2-(2-Methyl-propenyl)-6-oxo-tetrahydro-pyran-4-yl]-4,5-diphenyl-oxazolidin-2-one 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: 64.0%

: (R)-5-Hydroxy-7-methyl-3-((4S,5R)-2-oxo-4,5-diphenyl-oxazolidin-3-yl)-oct-6-enoic acid

: 149707-17-5
(4S,5R)-3-[(2R,4R)-2-(2-Methyl-propenyl)-6-oxo-tetrahydro-pyran-4-yl]-4,5-diphenyl-oxazolidin-2-one

Guidance literature:: With dibenzyl azodicarboxylate; triphenylphosphine; In benzene; for 13h; Ambient temperature;
DOI:10.1021/jo00069a012

Reference yield:

: 23190-16-1
(1R,2S)-2-Amino-1,2-diphenylethanol

: 149707-17-5
(4S,5R)-3-[(2R,4R)-2-(2-Methyl-propenyl)-6-oxo-tetrahydro-pyran-4-yl]-4,5-diphenyl-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 7 steps

3: 100 percent / CF₃COOH / CH₂Cl₂ / 1 h / Ambient temperature

4: 84 percent / 0.75 h / 120 °C / 0.2 Torr

5: 99 percent / CeCl₃, NaBH₄ / CH₂Cl₂; methanol / 0.25 h / -50 °C

6: 100 percent / aq. LiOH / tetrahydrofuran / 17 h / Ambient temperature

7: 64 percent / Ph₃P, DBAD / benzene / 13 h / Ambient temperature

With lithium hydroxide; sodium tetrahydroborate; cerium(III) chloride; dibenzyl azodicarboxylate; triphenylphosphine; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; benzene;
DOI:10.1021/jo00069a012

Reference yield:

: 128947-27-3
(-)-(SR)-4,5-diphenyl-3-vinyl-2-oxazolidinone

: 149707-17-5
(4S,5R)-3-[(2R,4R)-2-(2-Methyl-propenyl)-6-oxo-tetrahydro-pyran-4-yl]-4,5-diphenyl-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 6 steps

2: 100 percent / CF₃COOH / CH₂Cl₂ / 1 h / Ambient temperature

3: 84 percent / 0.75 h / 120 °C / 0.2 Torr

4: 99 percent / CeCl₃, NaBH₄ / CH₂Cl₂; methanol / 0.25 h / -50 °C

5: 100 percent / aq. LiOH / tetrahydrofuran / 17 h / Ambient temperature

6: 64 percent / Ph₃P, DBAD / benzene / 13 h / Ambient temperature

With lithium hydroxide; sodium tetrahydroborate; cerium(III) chloride; dibenzyl azodicarboxylate; triphenylphosphine; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; benzene;
DOI:10.1021/jo00069a012