(1S,6S)-6-Formyl-6-methyl-cyclohex-3-enecarboxylic acid 2,2,2-trifluoro-ethyl ester

Base Information

Chemical Name:(1S,6S)-6-Formyl-6-methyl-cyclohex-3-enecarboxylic acid 2,2,2-trifluoro-ethyl ester
CAS No.:796850-80-1
Molecular Formula:C₁₁H₁₃F₃O₃
Molecular Weight:250.218
Hs Code.:

Synonyms:(1S,6S)-6-Formyl-6-methyl-cyclohex-3-enecarboxylic acid 2,2,2-trifluoro-ethyl ester

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Chemical Property of (1S,6S)-6-Formyl-6-methyl-cyclohex-3-enecarboxylic acid 2,2,2-trifluoro-ethyl ester

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Technology Process of (1S,6S)-6-Formyl-6-methyl-cyclohex-3-enecarboxylic acid 2,2,2-trifluoro-ethyl ester

There total 2 articles about (1S,6S)-6-Formyl-6-methyl-cyclohex-3-enecarboxylic acid 2,2,2-trifluoro-ethyl 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:

: 106-99-0,130983-70-9,29406-96-0,9003-17-2
buta-1,3-diene

: 796850-77-6
(E)-3-Methyl-4-oxo-but-2-enoic acid 2,2,2-trifluoro-ethyl ester

: 796850-80-1
(1S,6S)-6-Formyl-6-methyl-cyclohex-3-enecarboxylic acid 2,2,2-trifluoro-ethyl ester

: (1R,6R)-6-Formyl-6-methyl-cyclohex-3-enecarboxylic acid 2,2,2-trifluoro-ethyl ester

Guidance literature:: With chiral oxazaborolidinium*Tf₂N^(1-) derivative; In toluene; at -78 ℃; for 48h; Title compound not separated from byproducts;
DOI:10.1021/ja046154m

Reference yield:

: 796850-91-4
2,2,2-trifluoroethyl 3-methylbut-2-enoate

: 796850-80-1
(1S,6S)-6-Formyl-6-methyl-cyclohex-3-enecarboxylic acid 2,2,2-trifluoro-ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: SeO₂ / dioxane / 24 h / Heating

1.2: 21 percent / aq. HCl / CH₂Cl₂ / 72 h / 20 °C

2.1: chiral oxazaborolidinium*Tf₂N^(1-) derivative / toluene / 48 h / -78 °C

With selenium(IV) oxide; chiral oxazaborolidinium*Tf₂N^(1-) derivative; In 1,4-dioxane; toluene; 2.1: Diels-Alder reaction;
DOI:10.1021/ja046154m

Reference yield:

: 796850-80-1
(1S,6S)-6-Formyl-6-methyl-cyclohex-3-enecarboxylic acid 2,2,2-trifluoro-ethyl ester

: (1S,6S)-6-Acetyl-6-methyl-cyclohex-3-enecarbaldehyde

Guidance literature:: Multi-step reaction with 3 steps

1: diethyl ether; tetrahydrofuran / 1 h / -40 °C

2: LiAlH₄ / diethyl ether / 2 h / 0 °C

3: DMSO; oxalyl dichloride; Et₃N / CH₂Cl₂ / -78 - 20 °C

With lithium aluminium tetrahydride; oxalyl dichloride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; 3: Swern oxidation;
DOI:10.1021/ja046154m