<2S-(1E,2α,3β,5α)>-<2,3,5-tris(acetyloxy)-2-methylcyclohexylidene>acetic acid ethyl ester

Base Information

Chemical Name:<2S-(1E,2α,3β,5α)>-<2,3,5-tris(acetyloxy)-2-methylcyclohexylidene>acetic acid ethyl ester
CAS No.:81506-20-9
Molecular Formula:C₁₇H₂₄O₈
Molecular Weight:356.373
Hs Code.:

Synonyms:<2S-(1E,2α,3β,5α)>-<2,3,5-tris(acetyloxy)-2-methylcyclohexylidene>acetic acid ethyl ester

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Chemical Property of <2S-(1E,2α,3β,5α)>-<2,3,5-tris(acetyloxy)-2-methylcyclohexylidene>acetic acid ethyl ester

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Technology Process of <2S-(1E,2α,3β,5α)>-<2,3,5-tris(acetyloxy)-2-methylcyclohexylidene>acetic acid ethyl ester

There total 5 articles about <2S-(1E,2α,3β,5α)>-<2,3,5-tris(acetyloxy)-2-methylcyclohexylidene>acetic acid ethyl ester 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: 85.0%

: 81506-19-6
<2S-(1E,2α,3β,5α)>-<5-acetyl-2,3-bis(acetyloxy)-2-methyl-cyclohexylidene>acetic acid ethyl ester

: 81506-20-9
<2S-(1E,2α,3β,5α)>-<2,3,5-tris(acetyloxy)-2-methylcyclohexylidene>acetic acid ethyl ester

Guidance literature:: With potassium dihydrogenphosphate; dihydrogen peroxide; trifluoroacetic anhydride; In dichloromethane; at 0 ℃;
DOI:10.1021/jo00366a004

Reference yield:

: 81506-17-4
<2S-(1E,2α,3β,5α)>-<2-(acetyloxy)-3-hydroxy-2-methyl-5-(1-methylethenyl)cyclohexylidene>acetic acid ethyl ester

: 81506-20-9
<2S-(1E,2α,3β,5α)>-<2,3,5-tris(acetyloxy)-2-methylcyclohexylidene>acetic acid ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 92 percent / Ac₂O, pyridine / 15 h / Ambient temperature

2: 97 percent / aq.OsO₄, KIO₄ / tetrahydrofuran; H₂O / 16 h / Ambient temperature

3: 85 percent / 90percent H₂O₂, trifluoroacetic anhydride, KH₂PO₄ / CH₂Cl₂ / 0 °C

With pyridine; potassium dihydrogenphosphate; osmium(VIII) oxide; potassium metaperiodate; dihydrogen peroxide; acetic anhydride; trifluoroacetic anhydride; In tetrahydrofuran; dichloromethane; water;
DOI:10.1021/jo00366a004

Reference yield:

: 39903-97-4
(S)-carvone oxide

: 81506-20-9
<2S-(1E,2α,3β,5α)>-<2,3,5-tris(acetyloxy)-2-methylcyclohexylidene>acetic acid ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) NaH / 1.) THF, RT, 1.5 h, 2.) THF, 20 h

2: 84 percent / NaOAc, AcOH / 16 h / 50 °C

3: 92 percent / Ac₂O, pyridine / 15 h / Ambient temperature

4: 97 percent / aq.OsO₄, KIO₄ / tetrahydrofuran; H₂O / 16 h / Ambient temperature

5: 85 percent / 90percent H₂O₂, trifluoroacetic anhydride, KH₂PO₄ / CH₂Cl₂ / 0 °C

With pyridine; potassium dihydrogenphosphate; osmium(VIII) oxide; potassium metaperiodate; dihydrogen peroxide; sodium acetate; acetic anhydride; sodium hydride; acetic acid; trifluoroacetic anhydride; In tetrahydrofuran; dichloromethane; water;
DOI:10.1021/jo00366a004