(1R,6S)-6-[(R)-2-Hydroxy-2-(6-oxo-cyclohex-1-enyl)-ethyl]-1-methyl-cyclohex-3-enecarboxylic acid tert-butyl ester

Base Information

Chemical Name:(1R,6S)-6-[(R)-2-Hydroxy-2-(6-oxo-cyclohex-1-enyl)-ethyl]-1-methyl-cyclohex-3-enecarboxylic acid tert-butyl ester
CAS No.:863639-89-8
Molecular Formula:C₂₀H₃₀O₄
Molecular Weight:334.456
Hs Code.:

Synonyms:(1R,6S)-6-[(R)-2-Hydroxy-2-(6-oxo-cyclohex-1-enyl)-ethyl]-1-methyl-cyclohex-3-enecarboxylic acid tert-butyl ester

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Chemical Property of (1R,6S)-6-[(R)-2-Hydroxy-2-(6-oxo-cyclohex-1-enyl)-ethyl]-1-methyl-cyclohex-3-enecarboxylic acid tert-butyl ester

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Technology Process of (1R,6S)-6-[(R)-2-Hydroxy-2-(6-oxo-cyclohex-1-enyl)-ethyl]-1-methyl-cyclohex-3-enecarboxylic acid tert-butyl ester

There total 7 articles about (1R,6S)-6-[(R)-2-Hydroxy-2-(6-oxo-cyclohex-1-enyl)-ethyl]-1-methyl-cyclohex-3-enecarboxylic acid tert-butyl 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: 47.0%

: 863640-41-9
(1R,6S)-1-Methyl-6-(2-oxo-ethyl)-cyclohex-3-enecarboxylic acid tert-butyl ester

: 930-68-7
cyclohexenone

: 863639-94-5
(1R,6S)-6-[(S)-2-Hydroxy-2-(6-oxo-cyclohex-1-enyl)-ethyl]-1-methyl-cyclohex-3-enecarboxylic acid tert-butyl ester

: 863639-89-8
(1R,6S)-6-[(R)-2-Hydroxy-2-(6-oxo-cyclohex-1-enyl)-ethyl]-1-methyl-cyclohex-3-enecarboxylic acid tert-butyl ester

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In methanol; diethyl ether;
DOI:10.1039/b503406j

Reference yield:

: 863639-87-6
(1R,6S)-6-Formyl-1-methyl-cyclohex-3-enecarboxylic acid tert-butyl ester

: 863639-89-8
(1R,6S)-6-[(R)-2-Hydroxy-2-(6-oxo-cyclohex-1-enyl)-ethyl]-1-methyl-cyclohex-3-enecarboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 70 percent / DBU / methanol

2: 68 percent / t-BuOK / toluene

3: 94 percent / aq. TFA / tetrahydrofuran

4: 47 percent / DBU / diethyl ether; methanol

With potassium tert-butylate; 1,8-diazabicyclo[5.4.0]undec-7-ene; trifluoroacetic acid; In tetrahydrofuran; methanol; diethyl ether; toluene; 2: Wittig reaction / 4: Morita-Baylis-Hillman reaction;
DOI:10.1039/b503406j

Reference yield:

: 863640-40-8
(1R,6R)-6-Formyl-1-methyl-cyclohex-3-enecarboxylic acid tert-butyl ester

: 863639-89-8
(1R,6S)-6-[(R)-2-Hydroxy-2-(6-oxo-cyclohex-1-enyl)-ethyl]-1-methyl-cyclohex-3-enecarboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 68 percent / t-BuOK / toluene

2: 94 percent / aq. TFA / tetrahydrofuran

3: 47 percent / DBU / diethyl ether; methanol

With potassium tert-butylate; 1,8-diazabicyclo[5.4.0]undec-7-ene; trifluoroacetic acid; In tetrahydrofuran; methanol; diethyl ether; toluene; 1: Wittig reaction / 3: Morita-Baylis-Hillman reaction;
DOI:10.1039/b503406j