acetoxy-3 methyl-5 (methyl-6 hydroxy-2 heptene-5 yne-3 yl)-2 TBDMSoxy-1 cyclohexane (1,3 trans)

Base Information

Chemical Name:acetoxy-3 methyl-5 (methyl-6 hydroxy-2 heptene-5 yne-3 yl)-2 TBDMSoxy-1 cyclohexane (1,3 trans)
CAS No.:124456-72-0
Molecular Formula:C₂₃H₄₀O₄Si
Molecular Weight:408.654
Hs Code.:

Synonyms:acetoxy-3 methyl-5 (methyl-6 hydroxy-2 heptene-5 yne-3 yl)-2 TBDMSoxy-1 cyclohexane (1,3 trans)

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Chemical Property of acetoxy-3 methyl-5 (methyl-6 hydroxy-2 heptene-5 yne-3 yl)-2 TBDMSoxy-1 cyclohexane (1,3 trans)

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Technology Process of acetoxy-3 methyl-5 (methyl-6 hydroxy-2 heptene-5 yne-3 yl)-2 TBDMSoxy-1 cyclohexane (1,3 trans)

There total 7 articles about acetoxy-3 methyl-5 (methyl-6 hydroxy-2 heptene-5 yne-3 yl)-2 TBDMSoxy-1 cyclohexane (1,3 trans) 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:

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

: 124456-72-0
acetoxy-3 methyl-5 (methyl-6 hydroxy-2 heptene-5 yne-3 yl)-2 TBDMSoxy-1 cyclohexane (1,3 trans)

Guidance literature:: Multi-step reaction with 5 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

5: 1.710 g / pyridine / 48 h / 35 °C

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

Reference yield:

: 110211-61-5
dimethyl-4,9 oxa-7 aza-8 bicyclo-<4,3,0> nonene-8 one-2

: 124456-72-0
acetoxy-3 methyl-5 (methyl-6 hydroxy-2 heptene-5 yne-3 yl)-2 TBDMSoxy-1 cyclohexane (1,3 trans)

Guidance literature:: Multi-step reaction with 4 steps

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

2: 2.89 g / imidazole / dimethylformamide / 15 h / Ambient temperature

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

4: 1.710 g / pyridine / 48 h / 35 °C

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

Reference yield:

: 110211-63-7,124578-35-4
acetyl-2 methyl-5 cyclohexanediol-1,3 (trans)

: 124456-72-0
acetoxy-3 methyl-5 (methyl-6 hydroxy-2 heptene-5 yne-3 yl)-2 TBDMSoxy-1 cyclohexane (1,3 trans)

Guidance literature:: Multi-step reaction with 3 steps

1: 2.89 g / imidazole / dimethylformamide / 15 h / Ambient temperature

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

3: 1.710 g / pyridine / 48 h / 35 °C

With pyridine; 1H-imidazole; n-butyllithium; In N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)80090-9