[(1R,2R,6R)-6-Isopropyl-3-methyl-2-((2S,3S)-3-methyl-2,3-bis-triethylsilanyloxy-pent-4-ynyl)-cyclohex-3-enyl]-methanol

Base Information

Chemical Name:[(1R,2R,6R)-6-Isopropyl-3-methyl-2-((2S,3S)-3-methyl-2,3-bis-triethylsilanyloxy-pent-4-ynyl)-cyclohex-3-enyl]-methanol
CAS No.:201142-39-4
Molecular Formula:C₂₉H₅₆O₃Si₂
Molecular Weight:508.933
Hs Code.:

Synonyms:[(1R,2R,6R)-6-Isopropyl-3-methyl-2-((2S,3S)-3-methyl-2,3-bis-triethylsilanyloxy-pent-4-ynyl)-cyclohex-3-enyl]-methanol

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Chemical Property of [(1R,2R,6R)-6-Isopropyl-3-methyl-2-((2S,3S)-3-methyl-2,3-bis-triethylsilanyloxy-pent-4-ynyl)-cyclohex-3-enyl]-methanol

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Technology Process of [(1R,2R,6R)-6-Isopropyl-3-methyl-2-((2S,3S)-3-methyl-2,3-bis-triethylsilanyloxy-pent-4-ynyl)-cyclohex-3-enyl]-methanol

There total 16 articles about [(1R,2R,6R)-6-Isopropyl-3-methyl-2-((2S,3S)-3-methyl-2,3-bis-triethylsilanyloxy-pent-4-ynyl)-cyclohex-3-enyl]-methanol 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: 98.0%

: 201142-37-2
(4R,5R,6R)-4-Isopropyl-1-methyl-6-((2S,3S)-3-methyl-2,3-bis-triethylsilanyloxy-pent-4-ynyl)-5-triethylsilanyloxymethyl-cyclohexene

: 201142-39-4
[(1R,2R,6R)-6-Isopropyl-3-methyl-2-((2S,3S)-3-methyl-2,3-bis-triethylsilanyloxy-pent-4-ynyl)-cyclohex-3-enyl]-methanol

Guidance literature:: With methanol; pyridinium p-toluenesulfonate; In dichloromethane; at 25 ℃; for 0.75h;
DOI:10.1002/anie.199725201 DOI:10.1021/ja981062g

Reference yield:

: 2244-16-8,6485-40-1
(S)-p-mentha-6,8-dien-2-one

: 201142-39-4
[(1R,2R,6R)-6-Isopropyl-3-methyl-2-((2S,3S)-3-methyl-2,3-bis-triethylsilanyloxy-pent-4-ynyl)-cyclohex-3-enyl]-methanol

Guidance literature:: Multi-step reaction with 14 steps

1: H₂O₂, NaOH / methanol / 2 h / 0 °C

2: H₂ / PtO₂ / ethanol / 12 h / 25 °C

3: 1.) LDA / 2.) THF, from -78 to 0 deg C, 2 h

4: Et₃N / CH₂Cl₂ / 12 h

5: 93 percent / L-selectride / tetrahydrofuran / 2 h / -78 °C

6: Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

7: sodium naphthalenide / tetrahydrofuran / 0.5 h / 0 °C

8: 74 percent / propionic acid / 72 h / 170 °C

9: 97 percent / DIBAL / CH₂Cl₂ / 0.5 h / -78 °C

10: 1.) t-BuLi, 3.) conc. H₂SO₄

11: tetrahydrofuran / 6 h / -78 °C

12: 100 percent / TBAF / tetrahydrofuran / 1 h / 0 - 25 °C

13: 100 percent / Et₃N / CH₂Cl₂ / 2 h / 25 °C

14: 98 percent / PPTS, MeOH / CH₂Cl₂ / 0.75 h / 25 °C

With methanol; sodium hydroxide; sulfuric acid; tetrabutyl ammonium fluoride; hydrogen; dihydrogen peroxide; tert.-butyl lithium; pyridinium p-toluenesulfonate; L-Selectride; sodium naphthalenide; diisobutylaluminium hydride; propionic acid; triethylamine; lithium diisopropyl amide; platinum(IV) oxide; In tetrahydrofuran; methanol; ethanol; dichloromethane;
DOI:10.1021/ja981062g

Reference yield:

: 39903-97-4
(S)-carvone oxide

: 201142-39-4
[(1R,2R,6R)-6-Isopropyl-3-methyl-2-((2S,3S)-3-methyl-2,3-bis-triethylsilanyloxy-pent-4-ynyl)-cyclohex-3-enyl]-methanol

Guidance literature:: Multi-step reaction with 13 steps

1: H₂ / PtO₂ / ethanol / 12 h / 25 °C

2: 1.) LDA / 2.) THF, from -78 to 0 deg C, 2 h

3: Et₃N / CH₂Cl₂ / 12 h

4: 93 percent / L-selectride / tetrahydrofuran / 2 h / -78 °C

5: Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

6: sodium naphthalenide / tetrahydrofuran / 0.5 h / 0 °C

7: 74 percent / propionic acid / 72 h / 170 °C

8: 97 percent / DIBAL / CH₂Cl₂ / 0.5 h / -78 °C

9: 1.) t-BuLi, 3.) conc. H₂SO₄

10: tetrahydrofuran / 6 h / -78 °C

11: 100 percent / TBAF / tetrahydrofuran / 1 h / 0 - 25 °C

12: 100 percent / Et₃N / CH₂Cl₂ / 2 h / 25 °C

13: 98 percent / PPTS, MeOH / CH₂Cl₂ / 0.75 h / 25 °C

With methanol; sulfuric acid; tetrabutyl ammonium fluoride; hydrogen; tert.-butyl lithium; pyridinium p-toluenesulfonate; L-Selectride; sodium naphthalenide; diisobutylaluminium hydride; propionic acid; triethylamine; lithium diisopropyl amide; platinum(IV) oxide; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1021/ja981062g