methyl 1β,4α-dihydroxycyclohex-2-ene-1-carboxylate

Base Information

Chemical Name:methyl 1β,4α-dihydroxycyclohex-2-ene-1-carboxylate
CAS No.:115162-79-3
Molecular Formula:C₈H₁₂O₄
Molecular Weight:172.181
Hs Code.:

Synonyms:methyl 1β,4α-dihydroxycyclohex-2-ene-1-carboxylate

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Chemical Property of methyl 1β,4α-dihydroxycyclohex-2-ene-1-carboxylate

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Technology Process of methyl 1β,4α-dihydroxycyclohex-2-ene-1-carboxylate

There total 5 articles about methyl 1β,4α-dihydroxycyclohex-2-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: 70.0%

: 115162-78-2
methyl 3β-(phenylseleno)4α-hydroxycyclohex-1-ene-1-carboxylate

: 115162-79-3
methyl 1β,4α-dihydroxycyclohex-2-ene-1-carboxylate

Guidance literature:: With dihydrogen peroxide; In acetone; 1.) 0 deg C, 2 h, 2.) RT, 24 h;
DOI:10.1021/jo00249a022

Reference yield:

: 30810-15-2
methyl cyclohexa-1,3-diene-1-carboxylate

: 115162-79-3
methyl 1β,4α-dihydroxycyclohex-2-ene-1-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: 99 percent / m-CPBA / CH₂Cl₂ / 1.) -70 deg C, 30 min, 2.) RT, 2 h

2: 73 percent / NaBH₄ / methanol / 4 h / 0 °C

3: 70 percent / H₂O₂ / acetone / 1.) 0 deg C, 2 h, 2.) RT, 24 h

With sodium tetrahydroborate; dihydrogen peroxide; 3-chloro-benzenecarboperoxoic acid; In methanol; dichloromethane; acetone;
DOI:10.1021/jo00249a022

Reference yield:

: 201275-17-4
2-Diethylamino-cyclohex-3-enecarboxylic acid methyl ester

: 115162-79-3
methyl 1β,4α-dihydroxycyclohex-2-ene-1-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: CH₂Cl₂ / 21 h / Ambient temperature

2: DBU / CH₂Cl₂ / 0.5 h / Ambient temperature

3: 99 percent / m-CPBA / CH₂Cl₂ / 1.) -70 deg C, 30 min, 2.) RT, 2 h

4: 73 percent / NaBH₄ / methanol / 4 h / 0 °C

5: 70 percent / H₂O₂ / acetone / 1.) 0 deg C, 2 h, 2.) RT, 24 h

With sodium tetrahydroborate; dihydrogen peroxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; 3-chloro-benzenecarboperoxoic acid; In methanol; dichloromethane; acetone;
DOI:10.1021/jo00249a022