methyl-5 (hydroxy-2 methyl-6 heptene-5 yne-3 yl)-2 TBDMSoxy-1 cyclohexanol-3

Base Information

Chemical Name:methyl-5 (hydroxy-2 methyl-6 heptene-5 yne-3 yl)-2 TBDMSoxy-1 cyclohexanol-3
CAS No.:110211-65-9
Molecular Formula:C₂₁H₃₈O₃Si
Molecular Weight:366.616
Hs Code.:

Synonyms:methyl-5 (hydroxy-2 methyl-6 heptene-5 yne-3 yl)-2 TBDMSoxy-1 cyclohexanol-3

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Chemical Property of methyl-5 (hydroxy-2 methyl-6 heptene-5 yne-3 yl)-2 TBDMSoxy-1 cyclohexanol-3

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Technology Process of methyl-5 (hydroxy-2 methyl-6 heptene-5 yne-3 yl)-2 TBDMSoxy-1 cyclohexanol-3

There total 12 articles about methyl-5 (hydroxy-2 methyl-6 heptene-5 yne-3 yl)-2 TBDMSoxy-1 cyclohexanol-3 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%

: 1595-53-5
4-methylpent-3-en-1-yne

: 110211-64-8
acetyl-2 methyl-5 TBDMSoxy-1 cyclohexanol-3 (1,3 trans)

: 110211-65-9
methyl-5 (hydroxy-2 methyl-6 heptene-5 yne-3 yl)-2 TBDMSoxy-1 cyclohexanol-3

Guidance literature:: With n-butyllithium; In tetrahydrofuran; hexane; at -78 - -20 ℃; for 13h;
DOI:10.1016/S0040-4039(00)85112-6

Reference yield:

: 1595-53-5
4-methylpent-3-en-1-yne

: 110211-64-8
1-[(1R,2S,4R,6R)-2-(tert-Butyl-dimethyl-silanyloxy)-6-hydroxy-4-methyl-cyclohexyl]-ethanone

: 110211-65-9
(1R,2R,3S,5R)-3-(tert-Butyl-dimethyl-silanyloxy)-2-((S)-1-hydroxy-1,5-dimethyl-hex-4-en-2-ynyl)-5-methyl-cyclohexanol

Guidance literature:: With n-butyllithium; In tetrahydrofuran; hexane; at -78 - -20 ℃; for 13h;
DOI:10.1016/S0040-4039(00)85112-6

Reference yield:

: 7214-50-8
5-methylcyclohex-2-en-1-one

: 110211-65-9
methyl-5 (hydroxy-2 methyl-6 heptene-5 yne-3 yl)-2 TBDMSoxy-1 cyclohexanol-3

Guidance literature:: Multi-step reaction with 4 steps

1: 61 percent / Et₃N / diethyl ether / -10 deg C, 4 h ; r.t., overnight

2: 1.) NaBH₄; 2.) Raney Nickel, conc. HCl / 1.) methanol, 0 deg C, 90 min; 2.) water, 0 deg C, 2 h

3: 2.89 g / imidazole / dimethylformamide / 15 h / Ambient temperature

4: 1.) BuLi / 1.) THF, pentane, 0 deg C, 1 h ; 2.) THF, pentane, -78 deg C, 3 h ; -20 deg C, overnight

With 1H-imidazole; hydrogenchloride; sodium tetrahydroborate; n-butyllithium; nickel; triethylamine; In diethyl ether; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)80090-9