cis-3,5-cyclohexadiene-1,2-diol diacetate

Base Information

• Chemical Name: cis-3,5-cyclohexadiene-1,2-diol diacetate
• CAS No.: 86504-11-2
• Molecular Formula: C₁₀H₁₂O₄
• Molecular Weight: 196.203

Synonyms:cis-3,5-cyclohexadiene-1,2-diol diacetate

Chemical Property of cis-3,5-cyclohexadiene-1,2-diol diacetate

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Technology Process of cis-3,5-cyclohexadiene-1,2-diol diacetate

There total 10 articles about cis-3,5-cyclohexadiene-1,2-diol diacetate 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: 97.0%

cis-1,2-dihydrocatechol (17793-95-2) + acetic anhydride (108-24-7) → cis-3,5-cyclohexadiene-1,2-diol diacetate (86504-11-2)

Guidance literature:

With pyridine; Ambient temperature;

Reference yield: 79.0%

(1S,2,S,4S,5S)-1,2-diacetoxy-4,5-dibromocyclohexane (64287-99-6) → (S,S)-1,2-diacetoxy-3,5-cyclohexadiene (64288-00-2,77804-05-8,86504-11-2,91061-88-0,121153-44-4,121153-45-5)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In benzene; Ambient temperature;

DOI:10.1016/0957-4166(94)00350-K

Reference yield: 11.0%

vinyl acetate (108-05-4,9003-20-7) + cis-1,2-dihydrocatechol (17793-95-2) → cis-3,5-cyclohexadiene-1,2-diol diacetate (86504-11-2) + (-)-(1R,2S)-1-acetoxy-2-hydroxycyclohexa-3,5-diene (171335-61-8)

Guidance literature:

With lipase from Pseudomonas Cepacia; In various solvent(s); at 40 ℃; for 3h;

DOI:10.1021/jo960251j

upstream raw materials:

trans-cyclohexa-3,5-diene-1,2-diyl diacetate

(1S,2,S,4S,5S)-1,2-diacetoxy-4,5-dibromocyclohexane

cis-1,2-dihydrocatechol

acetic anhydride

Downstream raw materials:

(+)-(1S,2S)-1,2-dihydroxy-1,2-dihydrobenzene

(+)-(1S,2R,3S,6R)-7-oxabicyclo<4.1.0>hept-4-ene-2,3-diol

(3aα,4α,7α,7aα,8R*,9S*)-8,9-bis(acetyloxy)-3a,4,7,7a-tetrahydro-2-phenyl-4,7-ethano-1H-isoindole-1,3(2H)-dione

(3aα,4α,7α,7aα,8S*,9R*)-8,9-bis(acetyloxy)-3a,4,7,7a-tetrahydro-2-phenyl-4,7-ethano-1H-isoindole-1,3(2H)-dione

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