methyl (1S)-(+)-(1,3/2,4,5)-2,3,4,5-tetraacetoxy-1-cyclohexanecarboxylate

Base Information

Chemical Name:methyl (1S)-(+)-(1,3/2,4,5)-2,3,4,5-tetraacetoxy-1-cyclohexanecarboxylate
CAS No.:108867-05-6
Molecular Formula:C₁₆H₂₂O₁₀
Molecular Weight:374.345
Hs Code.:

Synonyms:methyl (1S)-(+)-(1,3/2,4,5)-2,3,4,5-tetraacetoxy-1-cyclohexanecarboxylate

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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 (1S)-(+)-(1,3/2,4,5)-2,3,4,5-tetraacetoxy-1-cyclohexanecarboxylate

Chemical Property:

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Technology Process of methyl (1S)-(+)-(1,3/2,4,5)-2,3,4,5-tetraacetoxy-1-cyclohexanecarboxylate

There total 16 articles about methyl (1S)-(+)-(1,3/2,4,5)-2,3,4,5-tetraacetoxy-1-cyclohexanecarboxylate 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%

: 104731-68-2,108867-03-4,108867-04-5,132016-50-3
methyl DL-(1,3/2)-2,3-di-O-acetyl-2,3-dihydroxy-4-cyclohexene-1-carboxylate

: 104731-70-6
methyl DL-(1/2,4)-2,4-diacetoxy-5-oxo-3-cyclohexene-1-carboxylate

: 10226-78-5,104760-47-6,104760-49-8,108867-05-6,108867-06-7,113473-07-7
methyl DL-(1,3/2,4,5)-2,3,4,5-tetra-acetoxycyclohexane-1-carboxylate

Guidance literature:: With osmium(VIII) oxide; dihydrogen peroxide; In water; tert-butyl alcohol; for 24h; Ambient temperature;
DOI:10.1016/S0008-6215(00)90392-6

Reference yield:

: 104731-68-2,108867-03-4,108867-04-5,132016-50-3
methyl DL-(1,3/2)-2,3-di-O-acetyl-2,3-dihydroxy-4-cyclohexene-1-carboxylate

: 10226-78-5,104760-47-6,104760-49-8,108867-05-6,108867-06-7,113473-07-7
methyl DL-(1,3,4/2,5)-2,3,4,5-tetra-O-acetyl-2,3,4,5-tetrahydroxycyclohexane-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 90percent aq. formic acid, 35percent hydrogen peroxide / 1 h / 60 °C

2: pyridine / Ambient temperature

With pyridine; formic acid; dihydrogen peroxide;
DOI:10.1016/0008-6215(87)80155-6

Reference yield:

: 104748-84-7,108866-98-4,108866-99-5
DL-(1,3,5/2,4)-2,3-diacetoxy-4,5-dibromocyclohexane-1-carboxylic acid

: 10226-78-5,104760-47-6,104760-49-8,108867-05-6,108867-06-7,113473-07-7
methyl DL-(1,3,4/2,5)-2,3,4,5-tetra-O-acetyl-2,3,4,5-tetrahydroxycyclohexane-1-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) acetyl chloride, 2.) acetic anhydride, pyridine / 1.) reflux, 2 h, 2.) RT

2: 84 percent / zinc dust / acetic acid / 1 h / 70 °C

3: 28 percent / m-chloroperbenzoic acid / 1,2-dichloro-ethane; H₂O / 20 h / 50 °C

4: 1.) acetone, 10percent sulfuric acid, 2.) pyridine / 1.) H₂O, reflux, 3 h, 2.) RT

With pyridine; sulfuric acid; acetic anhydride; acetyl chloride; 3-chloro-benzenecarboperoxoic acid; acetone; zinc; In water; acetic acid; 1,2-dichloro-ethane;
DOI:10.1016/S0008-6215(00)90392-6