methyl (3β,4α,5β)-3--4-(benzoyloxy)-5-bromo-1-cyclohexene-1-carboxylate

Base Information

Chemical Name:methyl (3β,4α,5β)-3--4-(benzoyloxy)-5-bromo-1-cyclohexene-1-carboxylate
CAS No.:83604-12-0
Molecular Formula:C₂₀H₂₀BrClO₉
Molecular Weight:519.73
Hs Code.:

methyl (3β,4α,5β)-3-<bis(methoxycarbonyl)chloromethoxy>-4-(benzoyloxy)-5-bromo-1-cyclohexene-1-carboxylate

Synonyms:methyl (3β,4α,5β)-3--4-(benzoyloxy)-5-bromo-1-cyclohexene-1-carboxylate

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Chemical Property of methyl (3β,4α,5β)-3--4-(benzoyloxy)-5-bromo-1-cyclohexene-1-carboxylate

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Technology Process of methyl (3β,4α,5β)-3--4-(benzoyloxy)-5-bromo-1-cyclohexene-1-carboxylate

There total 7 articles about methyl (3β,4α,5β)-3--4-(benzoyloxy)-5-bromo-1-cyclohexene-1-carboxylate 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: 7.0%

: 80631-80-7,83889-53-6,83889-54-7
methyl (1α,5α,6α)-5--8-phenyl-7,9-dioxabicyclo<4.3.0>non-3-ene-3-carboxylate

: 2-((1R,5R,6S)-5-Benzoyloxy-6-bromo-3-methoxycarbonyl-cyclohex-2-enyloxy)-2-chloro-malonic acid dimethyl ester

: 83604-12-0
methyl (3β,4α,5β)-3--4-(benzoyloxy)-5-bromo-1-cyclohexene-1-carboxylate

Guidance literature:: With N-Bromosuccinimide; In benzene; Ambient temperature;
DOI:10.1021/ja00389a025

Reference yield:

: 3298-40-6
mesoxalate de methyle

: 83604-12-0
methyl (3β,4α,5β)-3--4-(benzoyloxy)-5-bromo-1-cyclohexene-1-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: 83 percent / toluene / 1.) 40 deg C, 12 h, 2.) 80 deg C 3 h

2: 50 percent / SOCl₂, pyridine / tetrahydrofuran / 1.) -20 deg C , 0.5 h, 2.) 0 deg C, 1 h

3: 66 percent / N-bromosuccinimide / benzene / Ambient temperature

With pyridine; N-Bromosuccinimide; thionyl chloride; In tetrahydrofuran; toluene; benzene;
DOI:10.1021/ja00389a025

Reference yield:

: 4372-89-8,4372-91-2,14671-74-0,16613-43-7,16613-44-8,40983-58-2,121468-33-5,141781-68-2
methyl 4-epi-shikimate

: 83604-12-0
methyl (3β,4α,5β)-3--4-(benzoyloxy)-5-bromo-1-cyclohexene-1-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: 72 percent / p-toluenesulfonic acid / toluene / Heating

2: 83 percent / toluene / 1.) 40 deg C, 12 h, 2.) 80 deg C 3 h

3: 50 percent / SOCl₂, pyridine / tetrahydrofuran / 1.) -20 deg C , 0.5 h, 2.) 0 deg C, 1 h

4: 66 percent / N-bromosuccinimide / benzene / Ambient temperature

With pyridine; N-Bromosuccinimide; thionyl chloride; toluene-4-sulfonic acid; In tetrahydrofuran; toluene; benzene;
DOI:10.1021/ja00389a025