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

Base Information

Chemical Name:methyl 3α,4α-diacetoxy-5β-cyclohex-1-ene-1-carboxylate
CAS No.:145214-91-1
Molecular Formula:C₂₅H₂₅N₃O₁₄S₂
Molecular Weight:655.617
Hs Code.:

methyl 3α,4α-diacetoxy-5β-<N,N-di(p-nitrobenzenesulphonyl)aminomethyl>cyclohex-1-ene-1-carboxylate

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

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

There total 9 articles about methyl 3α,4α-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: 81.0%

: 108-24-7
acetic anhydride

: 134039-36-4,134107-76-9
methyl 3α,4α-dihydroxy-5β-cyclohex-1-ene-1-carboxylate

: 145214-91-1,145264-68-2
methyl 3α,4α-diacetoxy-5β-cyclohex-1-ene-1-carboxylate

Guidance literature:: With pyridine; dmap; at 20 ℃; for 24h;
DOI:10.1016/S0040-4020(01)89449-7

Reference yield:

: 134039-44-4
methyl 5-(aminomethyl)cyclohexa-1,3-diene-1-carboxylate

: 145214-91-1,145264-68-2
methyl 3α,4α-diacetoxy-5β-cyclohex-1-ene-1-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: 63 percent / Et₃N / tetrahydrofuran / 40 h / 20 °C

2: 1.) NaH / 1.) DMF, 20 deg C, 1 h, 2.) 1.5 h

3: 16 percent / N-methylmorpholine N-oxide / OsO₄ / acetone; H₂O; 2-methyl-propan-2-ol / 24 h / 20 °C

4: 81 percent / pyridine / DMAP / 24 h / 20 °C

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

Reference yield:

: 134039-34-2
methyl 5-cyclohexa-1,3-diene-1-carboxylate

: 145214-91-1,145264-68-2
methyl 3α,4α-diacetoxy-5β-cyclohex-1-ene-1-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) NaH / 1.) DMF, 20 deg C, 1 h, 2.) 1.5 h

2: 16 percent / N-methylmorpholine N-oxide / OsO₄ / acetone; H₂O; 2-methyl-propan-2-ol / 24 h / 20 °C

3: 81 percent / pyridine / DMAP / 24 h / 20 °C

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