(S)-1-{(1R,2R,6R)-6-isopropyl-2-[(2S,3R)-2-methoxymethoxy-3-methyl-pent-4-enyl]-3-methyl-cyclohex-3-enyl}-pent-4-en-2-ol

Base Information

Chemical Name:(S)-1-{(1R,2R,6R)-6-isopropyl-2-[(2S,3R)-2-methoxymethoxy-3-methyl-pent-4-enyl]-3-methyl-cyclohex-3-enyl}-pent-4-en-2-ol
CAS No.:849122-73-2
Molecular Formula:C₂₃H₄₀O₃
Molecular Weight:364.569
Hs Code.:

Synonyms:(S)-1-{(1R,2R,6R)-6-isopropyl-2-[(2S,3R)-2-methoxymethoxy-3-methyl-pent-4-enyl]-3-methyl-cyclohex-3-enyl}-pent-4-en-2-ol

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Chemical Property of (S)-1-{(1R,2R,6R)-6-isopropyl-2-[(2S,3R)-2-methoxymethoxy-3-methyl-pent-4-enyl]-3-methyl-cyclohex-3-enyl}-pent-4-en-2-ol

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Technology Process of (S)-1-{(1R,2R,6R)-6-isopropyl-2-[(2S,3R)-2-methoxymethoxy-3-methyl-pent-4-enyl]-3-methyl-cyclohex-3-enyl}-pent-4-en-2-ol

There total 8 articles about (S)-1-{(1R,2R,6R)-6-isopropyl-2-[(2S,3R)-2-methoxymethoxy-3-methyl-pent-4-enyl]-3-methyl-cyclohex-3-enyl}-pent-4-en-2-ol 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:

: 849122-67-4
(2S,3R)-1-[(1R,5R,6R)-6-dimethoxymethyl-5-isopropyl-2-methyl-cyclohex-2-enyl]-3-methyl-pent-4-en-2-ol

: 849122-73-2
(S)-1-{(1R,2R,6R)-6-isopropyl-2-[(2S,3R)-2-methoxymethoxy-3-methyl-pent-4-enyl]-3-methyl-cyclohex-3-enyl}-pent-4-en-2-ol

Guidance literature:: Multi-step reaction with 7 steps

1: 82 percent / DIPEA; TBAI / CH₂Cl₂ / 15 h / 20 °C

2: LiBF₄ / acetonitrile; H₂O / 1 h / 20 °C

3: 505 mg / NaBH₄ / ethanol / 0.33 h / 20 °C

4: 100 percent / Et₃N / CH₂Cl₂ / 15 h / 20 °C

5: 91 percent / 18-crown-6 / acetonitrile / 8 h / 80 °C

6: DIBAL-H / toluene; hexane / 0.75 h / -78 °C

7: tetrahydrofuran; diethyl ether / 23 h / -78 - -20 °C

With sodium tetrahydroborate; lithium tetrafluoroborate; 18-crown-6 ether; tetra-(n-butyl)ammonium iodide; diisobutylaluminium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; diethyl ether; ethanol; hexane; dichloromethane; water; toluene; acetonitrile; 7: Brown allylation;
DOI:10.1016/j.tet.2004.12.039

Reference yield:

: (1R,2R,6R)-6-Isopropyl-2-((2S,3R)-2-methoxymethoxy-3-methyl-pent-4-enyl)-3-methyl-cyclohex-3-enecarbaldehyde

: 849122-73-2
(S)-1-{(1R,2R,6R)-6-isopropyl-2-[(2S,3R)-2-methoxymethoxy-3-methyl-pent-4-enyl]-3-methyl-cyclohex-3-enyl}-pent-4-en-2-ol

Guidance literature:: Multi-step reaction with 5 steps

1: 505 mg / NaBH₄ / ethanol / 0.33 h / 20 °C

2: 100 percent / Et₃N / CH₂Cl₂ / 15 h / 20 °C

3: 91 percent / 18-crown-6 / acetonitrile / 8 h / 80 °C

4: DIBAL-H / toluene; hexane / 0.75 h / -78 °C

5: tetrahydrofuran; diethyl ether / 23 h / -78 - -20 °C

With sodium tetrahydroborate; 18-crown-6 ether; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; diethyl ether; ethanol; hexane; dichloromethane; toluene; acetonitrile; 5: Brown allylation;
DOI:10.1016/j.tet.2004.12.039

Reference yield:

: 849122-68-5
(4R,5R,6R)-5-dimethoxymethyl-4-isopropyl-6-[(2S,3R)-2-methoxymethoxy-3-methyl-pent-4-enyl]-1-methyl-cyclohexene

: 849122-73-2
(S)-1-{(1R,2R,6R)-6-isopropyl-2-[(2S,3R)-2-methoxymethoxy-3-methyl-pent-4-enyl]-3-methyl-cyclohex-3-enyl}-pent-4-en-2-ol

Guidance literature:: Multi-step reaction with 6 steps

1: LiBF₄ / acetonitrile; H₂O / 1 h / 20 °C

2: 505 mg / NaBH₄ / ethanol / 0.33 h / 20 °C

3: 100 percent / Et₃N / CH₂Cl₂ / 15 h / 20 °C

4: 91 percent / 18-crown-6 / acetonitrile / 8 h / 80 °C

5: DIBAL-H / toluene; hexane / 0.75 h / -78 °C

6: tetrahydrofuran; diethyl ether / 23 h / -78 - -20 °C

With sodium tetrahydroborate; lithium tetrafluoroborate; 18-crown-6 ether; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; diethyl ether; ethanol; hexane; dichloromethane; water; toluene; acetonitrile; 6: Brown allylation;
DOI:10.1016/j.tet.2004.12.039