methyl DL-(1,3,5/2,4)-2,3,4-triacetoxy-5-bromocyclohexane-1-carboxylate

Base Information

Chemical Name:methyl DL-(1,3,5/2,4)-2,3,4-triacetoxy-5-bromocyclohexane-1-carboxylate
CAS No.:117683-13-3
Molecular Formula:C₁₄H₁₉BrO₈
Molecular Weight:395.204
Hs Code.:

Synonyms:methyl DL-(1,3,5/2,4)-2,3,4-triacetoxy-5-bromocyclohexane-1-carboxylate

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Chemical Property of methyl DL-(1,3,5/2,4)-2,3,4-triacetoxy-5-bromocyclohexane-1-carboxylate

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Technology Process of methyl DL-(1,3,5/2,4)-2,3,4-triacetoxy-5-bromocyclohexane-1-carboxylate

There total 9 articles about methyl DL-(1,3,5/2,4)-2,3,4-triacetoxy-5-bromocyclohexane-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: 96.0%

: 108-24-7
acetic anhydride

: methyl (+/-)-(1,3,5/2,4)-5-bromo-2,3,4-trihydroxy-1-cyclohexanecarboxylate

: 117683-13-3
methyl DL-(1,3,5/2,4)-2,3,4-triacetoxy-5-bromocyclohexane-1-carboxylate

Guidance literature:: With pyridine; Ambient temperature;
DOI:10.1246/bcsj.61.1824

Reference yield:

: 24363-23-3,38263-45-5,38263-46-6,64589-22-6,90760-55-7,90760-56-8,117772-64-2
(+/-)-7-oxabicyclo[2.2.1]hept-5-ene-2-endo-carboxylic acid

: 117683-13-3
methyl DL-(1,3,5/2,4)-2,3,4-triacetoxy-5-bromocyclohexane-1-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: 93 percent / acetyl chloride / 3 h / Ambient temperature

2: potassium permanganate, anhydrous magnesium sulfate / ethanol; H₂O / 3 h / 0 °C

3: pyridine / Ambient temperature

4: 1.) hydrogen bromide (30percent); 2.) acetyl chloride / 1.) acetic acid, 100 deg C, 24 h; 2.) methanol, boiling, 3 h

5: pyridine / Ambient temperature

With pyridine; potassium permanganate; hydrogen bromide; magnesium sulfate; acetyl chloride; In ethanol; water;
DOI:10.1016/0008-6215(88)85054-7

Reference yield:

: 88517-51-5,204988-60-3
7-oxabicyclo[2.2.1]hept-5-ene-2-endo-carboxylic acid methyl ester

: 117683-13-3
methyl DL-(1,3,5/2,4)-2,3,4-triacetoxy-5-bromocyclohexane-1-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: potassium permanganate, anhydrous magnesium sulfate / ethanol; H₂O / 3 h / 0 °C

2: pyridine / Ambient temperature

3: 1.) hydrogen bromide (30percent); 2.) acetyl chloride / 1.) acetic acid, 100 deg C, 24 h; 2.) methanol, boiling, 3 h

4: pyridine / Ambient temperature

With pyridine; potassium permanganate; hydrogen bromide; magnesium sulfate; acetyl chloride; In ethanol; water;
DOI:10.1016/0008-6215(88)85054-7