(+/-)-benzyl [1-[(2-oxo-4-oxazolidinyl)methyl]-2,5-cyclohexadien-1-yl]methyl malonate

Base Information

Chemical Name:(+/-)-benzyl [1-[(2-oxo-4-oxazolidinyl)methyl]-2,5-cyclohexadien-1-yl]methyl malonate
CAS No.:245672-37-1
Molecular Formula:C₂₁H₂₃NO₆
Molecular Weight:385.417
Hs Code.:

Synonyms:(+/-)-benzyl [1-[(2-oxo-4-oxazolidinyl)methyl]-2,5-cyclohexadien-1-yl]methyl malonate

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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 (+/-)-benzyl [1-[(2-oxo-4-oxazolidinyl)methyl]-2,5-cyclohexadien-1-yl]methyl malonate

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Technology Process of (+/-)-benzyl [1-[(2-oxo-4-oxazolidinyl)methyl]-2,5-cyclohexadien-1-yl]methyl malonate

There total 1 articles about (+/-)-benzyl [1-[(2-oxo-4-oxazolidinyl)methyl]-2,5-cyclohexadien-1-yl]methyl malonate 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%

: 40204-26-0
malonic acid monobenzyl ester

: 245672-36-0
(+/-)-4-[[1-(hydroxymethyl)-2,5-cyclohexadienyl]methyl]-2-oxazolidinone

: 245672-37-1
(+/-)-benzyl [1-[(2-oxo-4-oxazolidinyl)methyl]-2,5-cyclohexadien-1-yl]methyl malonate

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; for 20h;
DOI:10.1016/S0040-4020(99)00455-X

Reference yield: 44.0%

: 245672-37-1
(+/-)-benzyl [1-[(2-oxo-4-oxazolidinyl)methyl]-2,5-cyclohexadien-1-yl]methyl malonate

: 245672-39-3
(+/-)-benzyl [1-4-oxo-[(2-oxo-4-oxazolidinyl)methyl]-2,5-cyclohexadien-1-yl]methyl malonate

Guidance literature:: With tert.-butylhydroperoxide; dipyridinium dichromate; Celite; In benzene; for 3h;
DOI:10.1016/S0040-4020(99)00455-X

Reference yield:

: 245672-37-1
(+/-)-benzyl [1-[(2-oxo-4-oxazolidinyl)methyl]-2,5-cyclohexadien-1-yl]methyl malonate

: (+/-)-benzyl [(4aR*,8aR*,9aS*)-5,6,9,9a-tetrahydro-3,6-dioxo-1H,3H-oxazolo[3,4-a]indol-8a(4aH)-yl]methyl malonate

Guidance literature:: Multi-step reaction with 2 steps

1: 44 percent / Celite; pyridinium dichromate; tert-butyl hydroperoxide / benzene / 3 h

2: 88 percent / trifluoroacetic acid / CH₂Cl₂ / 7 h / 20 °C

With tert.-butylhydroperoxide; dipyridinium dichromate; Celite; trifluoroacetic acid; In dichloromethane; benzene; 1: Oxidation / 2: Cyclization;
DOI:10.1016/S0040-4020(99)00455-X