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.:80631-82-9
Molecular Formula:C₂₀H₂₁BrO₉
Molecular Weight:485.285
Hs Code.:

methyl (3β,4α,5β)-3-<bis(methoxycarbonyl)methoxy>-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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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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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 9 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: 74.0%

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

: 80631-82-9
methyl (3β,4α,5β)-3--4-(benzoyloxy)-5-bromo-1-cyclohexene-1-carboxylate

Guidance literature:: With acetic acid; zinc; In water; ethyl acetate; 1.) 0 deg C, 15 min, 2.) room temperature, 30 min;
DOI:10.1021/ja00389a025

Reference yield: 24.0%

: 80631-81-8
2-((3aS,4S,7aS)-6-Methoxycarbonyl-2-phenyl-3a,4,7,7a-tetrahydro-benzo[1,3]dioxol-4-yloxy)-malonic acid dimethyl ester

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

: 80631-82-9
methyl (3β,4α,5β)-3--4-(benzoyloxy)-5-bromo-1-cyclohexene-1-carboxylate

Guidance literature:: With N-Bromosuccinimide; In benzene;
DOI:10.1021/ja00368a066

Reference yield:

: 3298-40-6
mesoxalate de methyle

: 80631-82-9
methyl (3β,4α,5β)-3--4-(benzoyloxy)-5-bromo-1-cyclohexene-1-carboxylate

Guidance literature:: Multi-step reaction with 4 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

4: 74 percent / Zn, HOAc / ethyl acetate; H₂O / 1.) 0 deg C, 15 min, 2.) room temperature, 30 min

With pyridine; N-Bromosuccinimide; thionyl chloride; acetic acid; zinc; In tetrahydrofuran; water; ethyl acetate; toluene; benzene;
DOI:10.1021/ja00389a025