(Z)-4-[(1R,5R,6R)-6-dimethoxymethyl-5-isopropyl-2-methyl-cyclohex-2-enyl]-2-methyl-but-2-enoic acid

Base Information

Chemical Name:(Z)-4-[(1R,5R,6R)-6-dimethoxymethyl-5-isopropyl-2-methyl-cyclohex-2-enyl]-2-methyl-but-2-enoic acid
CAS No.:380414-33-5
Molecular Formula:C₂₀H₃₄O₄
Molecular Weight:338.488
Hs Code.:

Synonyms:(Z)-4-[(1R,5R,6R)-6-dimethoxymethyl-5-isopropyl-2-methyl-cyclohex-2-enyl]-2-methyl-but-2-enoic acid

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Chemical Property of (Z)-4-[(1R,5R,6R)-6-dimethoxymethyl-5-isopropyl-2-methyl-cyclohex-2-enyl]-2-methyl-but-2-enoic acid

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Technology Process of (Z)-4-[(1R,5R,6R)-6-dimethoxymethyl-5-isopropyl-2-methyl-cyclohex-2-enyl]-2-methyl-but-2-enoic acid

There total 9 articles about (Z)-4-[(1R,5R,6R)-6-dimethoxymethyl-5-isopropyl-2-methyl-cyclohex-2-enyl]-2-methyl-but-2-enoic acid 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: 87.0%

: 107905-52-2
ethyl 2-[bis(2,2,2-trifluoroethyl)phosphono]propionate

: 221290-57-9
[(1R,5R,6R)-6-dimethoxymethyl-5-isopropyl-2-methyl-cyclohex-2-enyl]-acetaldehyde

: 380414-33-5
(Z)-4-[(1R,5R,6R)-6-dimethoxymethyl-5-isopropyl-2-methyl-cyclohex-2-enyl]-2-methyl-but-2-enoic acid

Guidance literature:: With 18-crown-6 ether; potassium hexamethylsilazane; In tetrahydrofuran; toluene; at -78 ℃; for 1h;
DOI:10.1016/S0040-4020(01)00739-6

Reference yield:

: 3699-66-9
ethyl 2-diethoxyphosphorylpropionate

: 221290-57-9
[(1R,5R,6R)-6-dimethoxymethyl-5-isopropyl-2-methyl-cyclohex-2-enyl]-acetaldehyde

: 380414-33-5
(Z)-4-[(1R,5R,6R)-6-dimethoxymethyl-5-isopropyl-2-methyl-cyclohex-2-enyl]-2-methyl-but-2-enoic acid

: 380414-34-6
(E)-4-[(1R,5R,6R)-6-dimethoxymethyl-5-isopropyl-2-methyl-cyclohex-2-enyl]-2-methyl-but-2-enoic acid

Guidance literature:: With sodium hydride; In 1,2-dimethoxyethane; Yield given; Yields of byproduct given; Ambient temperature;
DOI:10.1016/S0040-4039(98)80045-2

Reference yield:

: 221290-71-7
acetic acid (1S,4R,5R)-4-dimethoxymethyl-5-isopropyl-2-methylcyclohex-2-enyl ester

: 380414-33-5
(Z)-4-[(1R,5R,6R)-6-dimethoxymethyl-5-isopropyl-2-methyl-cyclohex-2-enyl]-2-methyl-but-2-enoic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: HN(TMS)2; n-BuLi; DMPU / tetrahydrofuran / 0.75 h / -78 - 20 °C

2.1: xylene / 5 h / 190 °C

2.2: 2.0 M NaOH / tetrahydrofuran / 3 h / 20 °C

2.3: 82 percent / 10 percent aq. HCl / H₂O / 20 °C / pH 3

3.1: 98 percent / LiAlH₄ / diethyl ether / 2 h / 0 - 20 °C

4.1: 97 percent / Dess-Martin periodinane / CH₂Cl₂ / 30 h / 20 °C

5.1: NaH / 1,2-dimethoxy-ethane / 1 h / 20 °C

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; lithium aluminium tetrahydride; n-butyllithium; sodium hydride; Dess-Martin periodane; 1,1,1,3,3,3-hexamethyl-disilazane; In tetrahydrofuran; 1,2-dimethoxyethane; diethyl ether; dichloromethane; xylene; 2.1: Ireland-Claisen rearrangement / 2.2: Ireland-Claisen rearrangement / 2.3: Ireland-Claisen rearrangement / 5.1: Horner-Emmons reaction;
DOI:10.1016/S0040-4020(01)00739-6