(1S,1'S,2S,5R)-2-{2'-{[dimethyl(1,1,2-trimethylpropyl)silyl]oxy}-1'-methylethyl}-5-methylcyclohexanol

Base Information

Chemical Name:(1S,1'S,2S,5R)-2-{2'-{[dimethyl(1,1,2-trimethylpropyl)silyl]oxy}-1'-methylethyl}-5-methylcyclohexanol
CAS No.:252289-19-3
Molecular Formula:C₁₈H₃₈O₂Si
Molecular Weight:314.584
Hs Code.:

Synonyms:(1S,1'S,2S,5R)-2-{2'-{[dimethyl(1,1,2-trimethylpropyl)silyl]oxy}-1'-methylethyl}-5-methylcyclohexanol

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Chemical Property of (1S,1'S,2S,5R)-2-{2'-{[dimethyl(1,1,2-trimethylpropyl)silyl]oxy}-1'-methylethyl}-5-methylcyclohexanol

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Technology Process of (1S,1'S,2S,5R)-2-{2'-{[dimethyl(1,1,2-trimethylpropyl)silyl]oxy}-1'-methylethyl}-5-methylcyclohexanol

There total 1 articles about (1S,1'S,2S,5R)-2-{2'-{[dimethyl(1,1,2-trimethylpropyl)silyl]oxy}-1'-methylethyl}-5-methylcyclohexanol 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: 85.0%

: 67373-56-2
chlorodimethyl(1,1,2-trimethylpropyl)silane

: 13834-16-7
(1R,2S,5R)-2-[(S)-2-hydroxy-1-methylethyl]-5-methylcyclohexan-1-ol

: 252289-19-3
(1S,1'S,2S,5R)-2-{2'-{[dimethyl(1,1,2-trimethylpropyl)silyl]oxy}-1'-methylethyl}-5-methylcyclohexanol

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 15h;
DOI:10.1002/(SICI)1522-2675(19991006)82:10<1610::AID-HLCA1610>3.0.CO;2-T

Reference yield: 65.0%

: 252289-19-3
(1S,1'S,2S,5R)-2-{2'-{[dimethyl(1,1,2-trimethylpropyl)silyl]oxy}-1'-methylethyl}-5-methylcyclohexanol

: 252289-20-6
(1'S,2S,5R)-2-{2'-{[dimethyl(1,1,2-trimethylpropyl)silyl]oxy}-1'-methylethyl}-5-methylcyclohexanone

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -78 ℃; for 3h;
DOI:10.1002/(SICI)1522-2675(19991006)82:10<1610::AID-HLCA1610>3.0.CO;2-T

Reference yield:

: 252289-19-3
(1S,1'S,2S,5R)-2-{2'-{[dimethyl(1,1,2-trimethylpropyl)silyl]oxy}-1'-methylethyl}-5-methylcyclohexanol

: 252289-37-5
(1'S,3R)-3-(4'-methylenecyclohex-2'-en-1'-yl)butanal

Guidance literature:: Multi-step reaction with 14 steps

1: 65 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 3 h / -78 °C

2: 100 percent / BuLi; (i-Pr)2NH / hexane; tetrahydrofuran / 1 h / -78 °C

3: N-bromosuccinimide / tetrahydrofuran / 2 h / 0 °C

4: 70 percent / 2,4,6-trimethyl-pyridine / 1 h / 145 - 150 °C

5: 93 percent / H₂O₂; NaOH / methanol / 0 °C

6: 89 percent / CeCl₃*7H₂O; NaBH₄ / methanol / 1 h / 0 - 20 °C

7: 100 percent / Et₃N / tetrahydrofuran / 14 h / 0 - 20 °C

8: 90 percent / LiNEt₂ / tetrahydrofuran / 2 h / Heating

9: Et₃N / CH₂Cl₂ / 2 h / 0 °C

10: 63 percent / NaI; pyridine / acetone / 1 h / Heating

11: 90 percent / Bu₄NF*3H₂O / tetrahydrofuran / 14 h / 0 - 20 °C

12: 75 percent / pyridine; DMAP / 3 h / 0 °C

13: 95 percent / dimethylsulfoxide / 2 h / 20 °C

14: 96 percent / DIBAH / diethyl ether; hexane / 3 h / -65 - 20 °C

With pyridine; dmap; sodium hydroxide; sodium tetrahydroborate; N-Bromosuccinimide; n-butyllithium; cerium(III) chloride; oxalyl dichloride; lithium diethylamide; tetrabutyl ammonium fluoride; dihydrogen peroxide; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; diisopropylamine; sodium iodide; In tetrahydrofuran; 2,4,6-trimethyl-pyridine; methanol; diethyl ether; hexane; dichloromethane; dimethyl sulfoxide; acetone; 1: Oxidation / 2: Etherification / 3: Bromination / 4: Dehydrobromination / 5: Epoxidation / 6: Reduction / 7: Substitution / 8: Rearrangement / 9: Acylation / 10: Elimination / 11: Hydrolysis / 12: Acylation / 13: Substitution / 14: Reduction;
DOI:10.1002/(SICI)1522-2675(19991006)82:10<1610::AID-HLCA1610>3.0.CO;2-T