(4R)-4-benzyl-3-((2S)-4-bromo-2-methyl-1-oxo-4-pentenyl)-2-oxazolidinone

Base Information

Chemical Name:(4R)-4-benzyl-3-((2S)-4-bromo-2-methyl-1-oxo-4-pentenyl)-2-oxazolidinone
CAS No.:183960-51-2
Molecular Formula:C₁₆H₁₈BrNO₃
Molecular Weight:352.228
Hs Code.:

Synonyms:(4R)-4-benzyl-3-((2S)-4-bromo-2-methyl-1-oxo-4-pentenyl)-2-oxazolidinone

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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 (4R)-4-benzyl-3-((2S)-4-bromo-2-methyl-1-oxo-4-pentenyl)-2-oxazolidinone

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Technology Process of (4R)-4-benzyl-3-((2S)-4-bromo-2-methyl-1-oxo-4-pentenyl)-2-oxazolidinone

There total 1 articles about (4R)-4-benzyl-3-((2S)-4-bromo-2-methyl-1-oxo-4-pentenyl)-2-oxazolidinone 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: 79.0%

: 101711-78-8,131685-53-5
(3R)-3-propionyl-4-benzyloxazolidin-2-one

: 513-31-5
2-bromoallyl bromide

: 183960-51-2
(4R)-4-benzyl-3-((2S)-4-bromo-2-methyl-1-oxo-4-pentenyl)-2-oxazolidinone

Guidance literature:: With lithium diisopropyl amide; at -78 - -35 ℃;
DOI:10.1021/ja963002l

Reference yield:

: 183960-51-2
(4R)-4-benzyl-3-((2S)-4-bromo-2-methyl-1-oxo-4-pentenyl)-2-oxazolidinone

: 183960-80-7
(4R)-4-benzyl-3-((2R,3S,4R,5S,6S)-8-bromo-3,5-dihydroxy-2,4,6-trimethyl-1-oxo-8-nonenyl)-2-oxazolidinone

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) LiBH₄, 2.) (COCl)2, DMSO, Et₃N / 1.) 25 deg C, 2.) -78 deg C

2: 1.) TiCl₄, Ti(i-OPr)4, Et₃N / 1.) CH₂Cl₂, 0 deg C, 1 h, 2.) CH₂Cl₂, -78 deg C, 45 min

3: 89 percent / Zn(BH₄)2 / CH₂Cl₂; diethyl ether / a) -78 deg C, 15 min, b) -50 deg C, 1.5 h

With titanium(IV) isopropylate; lithium borohydride; zinc(II) tetrahydroborate; oxalyl dichloride; titanium tetrachloride; dimethyl sulfoxide; triethylamine; In diethyl ether; dichloromethane;
DOI:10.1021/ja9806128

Reference yield:

: 183960-51-2
(4R)-4-benzyl-3-((2S)-4-bromo-2-methyl-1-oxo-4-pentenyl)-2-oxazolidinone

: 183960-57-8
(4R)-4-benzyl-3-{(2R)-2-[(2S,4S,5S,6S)-6-((1S)-3-bromo-1-methyl-3-butenyl)-5-methyl-2-phenyl-m-dioxan-4-yl]propionyl}-2-oxazolidinone

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) LiBH₄, 2.) (COCl)2, DMSO, Et₃N / 1.) 25 deg C, 2.) -78 deg C

2: 1.) TiCl₄, Ti(i-OPr)4, Et₃N / 1.) CH₂Cl₂, 0 deg C, 1 h, 2.) CH₂Cl₂, -78 deg C, 45 min

3: 89 percent / Zn(BH₄)2 / CH₂Cl₂; diethyl ether / a) -78 deg C, 15 min, b) -50 deg C, 1.5 h

4: 79 percent / CSA / 10 h / 10 Torr / Ambient temperature

With titanium(IV) isopropylate; lithium borohydride; zinc(II) tetrahydroborate; oxalyl dichloride; camphor-10-sulfonic acid; titanium tetrachloride; dimethyl sulfoxide; triethylamine; In diethyl ether; dichloromethane;
DOI:10.1021/ja9806128