methyl 3β,4β-diacetoxy-5β-cyclohex-1-ene-1-carboxylate

Base Information

Chemical Name:methyl 3β,4β-diacetoxy-5β-cyclohex-1-ene-1-carboxylate
CAS No.:145214-92-2
Molecular Formula:C₁₈H₂₇NO₈
Molecular Weight:385.414
Hs Code.:

methyl 3β,4β-diacetoxy-5β-<N-(t-butoxycarbonyl)aminomethyl>cyclohex-1-ene-1-carboxylate

Synonyms:methyl 3β,4β-diacetoxy-5β-cyclohex-1-ene-1-carboxylate

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Chemical Property of methyl 3β,4β-diacetoxy-5β-cyclohex-1-ene-1-carboxylate

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Technology Process of methyl 3β,4β-diacetoxy-5β-cyclohex-1-ene-1-carboxylate

There total 3 articles about methyl 3β,4β-diacetoxy-5β-cyclohex-1-ene-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: 71.0%

: 108-24-7
acetic anhydride

: 145214-85-3,145264-65-9
methyl 3β,4β-dihydroxy-5β-cyclohex-1-ene-1-carboxylate

: 145214-92-2
methyl 3β,4β-diacetoxy-5β-cyclohex-1-ene-1-carboxylate

Guidance literature:: With triethylamine; dmap; In dichloromethane; at 20 ℃; for 21h;
DOI:10.1016/S0040-4020(01)89449-7

Reference yield:

: 79356-98-2
1-tert-Butoxycarbonyl-1,2-dihydropyridine

: 145214-92-2
methyl 3β,4β-diacetoxy-5β-cyclohex-1-ene-1-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: 2.) (TMS)2NLi / 1.) toluene, reflux, 2 d, 2.) THF, a) -78 deg C, 10 min, b) -78 -> 20 deg C

2: 39 percent / N-methylmorpholine N-oxide / OsO₄ / acetone; H₂O; 2-methyl-propan-2-ol / 48 h / 20 °C

3: 71 percent / Et₃N / DMAP / CH₂Cl₂ / 21 h / 20 °C

With 4-methylmorpholine N-oxide; triethylamine; lithium hexamethyldisilazane; dmap; osmium(VIII) oxide; In dichloromethane; water; acetone; tert-butyl alcohol;
DOI:10.1016/S0040-4020(01)89449-7

Reference yield:

: 145264-64-8
methyl 5-cyclohexa-1,3-diene-1-carboxylate

: 145214-92-2
methyl 3β,4β-diacetoxy-5β-cyclohex-1-ene-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 39 percent / N-methylmorpholine N-oxide / OsO₄ / acetone; H₂O; 2-methyl-propan-2-ol / 48 h / 20 °C

2: 71 percent / Et₃N / DMAP / CH₂Cl₂ / 21 h / 20 °C

With 4-methylmorpholine N-oxide; triethylamine; dmap; osmium(VIII) oxide; In dichloromethane; water; acetone; tert-butyl alcohol;
DOI:10.1016/S0040-4020(01)89449-7