(4R)-4-benzyl-3-((2R,4R,5S,6S)-8-bromo-5-hydroxy-2,4,6-trimethyl-1,3-dioxo-8-nonenyl)-2-oxazolidinone

Base Information

Chemical Name:(4R)-4-benzyl-3-((2R,4R,5S,6S)-8-bromo-5-hydroxy-2,4,6-trimethyl-1,3-dioxo-8-nonenyl)-2-oxazolidinone
CAS No.:183960-55-6
Molecular Formula:C₂₂H₂₈BrNO₅
Molecular Weight:466.372
Hs Code.:

Synonyms:(4R)-4-benzyl-3-((2R,4R,5S,6S)-8-bromo-5-hydroxy-2,4,6-trimethyl-1,3-dioxo-8-nonenyl)-2-oxazolidinone

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Chemical Property of (4R)-4-benzyl-3-((2R,4R,5S,6S)-8-bromo-5-hydroxy-2,4,6-trimethyl-1,3-dioxo-8-nonenyl)-2-oxazolidinone

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Technology Process of (4R)-4-benzyl-3-((2R,4R,5S,6S)-8-bromo-5-hydroxy-2,4,6-trimethyl-1,3-dioxo-8-nonenyl)-2-oxazolidinone

There total 3 articles about (4R)-4-benzyl-3-((2R,4R,5S,6S)-8-bromo-5-hydroxy-2,4,6-trimethyl-1,3-dioxo-8-nonenyl)-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: 96.0%

: 101712-01-0,141423-22-5,141423-21-4
(R)-1-((R)-4-benzyl-2-oxooxazolidin-3-yl)-2-methylpentane-1,3-dione

: 113453-47-7
(S)-4-bromo-2-methylpent-4-enal

: 183960-55-6
(4R)-4-benzyl-3-((2R,4R,5S,6S)-8-bromo-5-hydroxy-2,4,6-trimethyl-1,3-dioxo-8-nonenyl)-2-oxazolidinone

Guidance literature:: With titanium(IV) trichloride isopropoxide; triethylamine; at -78 ℃;
DOI:10.1021/ja963002l

Reference yield:

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

: 183960-55-6
(4R)-4-benzyl-3-((2R,4R,5S,6S)-8-bromo-5-hydroxy-2,4,6-trimethyl-1,3-dioxo-8-nonenyl)-2-oxazolidinone

Guidance literature:: Multi-step reaction with 2 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

With titanium(IV) isopropylate; lithium borohydride; oxalyl dichloride; titanium tetrachloride; dimethyl sulfoxide; triethylamine;
DOI:10.1021/ja9806128

Reference yield:

: 104410-48-2
(2S)-4-bromo-2-methyl-4-penten-2-ol

: 183960-55-6
(4R)-4-benzyl-3-((2R,4R,5S,6S)-8-bromo-5-hydroxy-2,4,6-trimethyl-1,3-dioxo-8-nonenyl)-2-oxazolidinone

Guidance literature:: Multi-step reaction with 2 steps

1: (COCl)2, DMSO / -78 - 0 °C

2: 96 percent / Ti(O-i-Pr)Cl₃, Et₃N / -78 °C

With oxalyl dichloride; titanium(IV) trichloride isopropoxide; dimethyl sulfoxide; triethylamine;
DOI:10.1021/ja963002l