(R)-4-[(R)-2-(2-Isobutyl-[1,3]dioxolan-2-yl)-1-methyl-ethyl]-cyclohex-1-enecarboxylic acid methyl ester

Base Information

Chemical Name:(R)-4-[(R)-2-(2-Isobutyl-[1,3]dioxolan-2-yl)-1-methyl-ethyl]-cyclohex-1-enecarboxylic acid methyl ester
CAS No.:237736-38-8
Molecular Formula:C₁₈H₃₀O₄
Molecular Weight:310.434
Hs Code.:

Synonyms:(R)-4-[(R)-2-(2-Isobutyl-[1,3]dioxolan-2-yl)-1-methyl-ethyl]-cyclohex-1-enecarboxylic acid methyl ester

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Chemical Property of (R)-4-[(R)-2-(2-Isobutyl-[1,3]dioxolan-2-yl)-1-methyl-ethyl]-cyclohex-1-enecarboxylic acid methyl ester

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Technology Process of (R)-4-[(R)-2-(2-Isobutyl-[1,3]dioxolan-2-yl)-1-methyl-ethyl]-cyclohex-1-enecarboxylic acid methyl ester

There total 7 articles about (R)-4-[(R)-2-(2-Isobutyl-[1,3]dioxolan-2-yl)-1-methyl-ethyl]-cyclohex-1-enecarboxylic acid methyl 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: 49.0%

: 67-56-1
methanol

: 201230-82-2
carbon monoxide

: 237736-39-9
Trifluoro-methanesulfonic acid (R)-4-[(R)-2-(2-isobutyl-[1,3]dioxolan-2-yl)-1-methyl-ethyl]-cyclohex-1-enyl ester

: 237736-38-8
(R)-4-[(R)-2-(2-Isobutyl-[1,3]dioxolan-2-yl)-1-methyl-ethyl]-cyclohex-1-enecarboxylic acid methyl ester

Guidance literature:: With triethylamine; triphenylphosphine; palladium diacetate; In N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(99)00713-3

Reference yield:

: 172332-67-1
(1S,5R,6R)-5-Methyl-2-oxa-bicyclo[4.2.1]nonan-3-one

: 237736-38-8
(R)-4-[(R)-2-(2-Isobutyl-[1,3]dioxolan-2-yl)-1-methyl-ethyl]-cyclohex-1-enecarboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: Me₃Al / CH₂Cl₂

2: 65 percent / tetrahydrofuran

3: pTsOH / benzene / Heating

4: pyridinium chlorochromate (PCC), NaOAc / CH₂Cl₂

6: H₂ / 10 percent Pd/C / ethyl acetate

7: NaH / tetrahydrofuran

8: 65 percent / NaBH₄ / methanol

9: Et₃N / CH₂Cl₂

10: 1,8-diazabicyclo<5.4.0>undec-7-ene (DBU) / CH₂Cl₂

With sodium tetrahydroborate; hydrogen; trimethylaluminum; sodium acetate; sodium hydride; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; pyridinium chlorochromate; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; benzene;
DOI:10.1016/S0040-4039(99)00713-3

Reference yield:

: 237736-35-5
(S)-4-[(R)-2-(2-Isobutyl-[1,3]dioxolan-2-yl)-1-methyl-ethyl]-cyclohex-2-enone

: 237736-38-8
(R)-4-[(R)-2-(2-Isobutyl-[1,3]dioxolan-2-yl)-1-methyl-ethyl]-cyclohex-1-enecarboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 71 percent / L-selectride / tetrahydrofuran

2: 49 percent / PPh₃, Et₃N / Pd(OAc)2 / dimethylformamide

With L-Selectride; triethylamine; triphenylphosphine; palladium diacetate; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(99)00713-3