(3S,7S,10R)-10-Methyl-7-(1-methylethyl)-3-(phenylmethyl)-3-(trimethylsiloxy)-1,5-dioxaspiro<5.5>undecane

Base Information

Chemical Name:(3S,7S,10R)-10-Methyl-7-(1-methylethyl)-3-(phenylmethyl)-3-(trimethylsiloxy)-1,5-dioxaspiro<5.5>undecane
CAS No.:138489-53-9
Molecular Formula:C₂₃H₃₈O₃Si
Molecular Weight:390.638
Hs Code.:

Synonyms:(3S,7S,10R)-10-Methyl-7-(1-methylethyl)-3-(phenylmethyl)-3-(trimethylsiloxy)-1,5-dioxaspiro<5.5>undecane

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Chemical Property of (3S,7S,10R)-10-Methyl-7-(1-methylethyl)-3-(phenylmethyl)-3-(trimethylsiloxy)-1,5-dioxaspiro<5.5>undecane

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Technology Process of (3S,7S,10R)-10-Methyl-7-(1-methylethyl)-3-(phenylmethyl)-3-(trimethylsiloxy)-1,5-dioxaspiro<5.5>undecane

There total 4 articles about (3S,7S,10R)-10-Methyl-7-(1-methylethyl)-3-(phenylmethyl)-3-(trimethylsiloxy)-1,5-dioxaspiro<5.5>undecane 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: 84.0%

: 138489-47-1
(7S,10R)-3-Benzyl-7-isopropyl-10-methyl-1,5-dioxa-spiro[5.5]undecan-3-ol

: 999-97-3
1,1,1,3,3,3-hexamethyl-disilazane

: 138489-53-9
(3S,7S,10R)-10-Methyl-7-(1-methylethyl)-3-(phenylmethyl)-3-(trimethylsiloxy)-1,5-dioxaspiro<5.5>undecane

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In tetrahydrofuran; at 25 ℃; for 5h;
DOI:10.1021/jo00028a057

Reference yield:

: 105857-49-6
(7S,10R)-7-Isopropyl-10-methyl-3-methylene-1,5-dioxa-spiro[5.5]undecane

: 138489-53-9
(3S,7S,10R)-10-Methyl-7-(1-methylethyl)-3-(phenylmethyl)-3-(trimethylsiloxy)-1,5-dioxaspiro<5.5>undecane

Guidance literature:: Multi-step reaction with 4 steps

1: 65 percent / N-bromosuccinimide (NBS), pH 7.5 phosphate buffer / 2-methyl-propan-2-ol; H₂O / 5 h / 25 °C

2: 92 percent / t-BuOK / 2-methyl-propan-2-ol / 0.5 h / 25 °C

3: 1.) CuCN / 1.) THF, cyclohexane, ether, -85 to -25 deg C, 2.5 h, 2.) THF, 25 deg C, 2 h

4: 84 percent / trimethylsilyl trifluoromethanesulfonate (TMSOTf) / tetrahydrofuran / 5 h / 25 °C

With N-Bromosuccinimide; trimethylsilyl trifluoromethanesulfonate; pH 7.5 phosphate buffer; potassium tert-butylate; In tetrahydrofuran; water; tert-butyl alcohol;
DOI:10.1021/jo00028a057

Reference yield:

: 138489-56-2
(7S,10R)-3-Bromomethyl-7-isopropyl-10-methyl-1,5-dioxa-spiro[5.5]undecan-3-ol

: 138489-53-9
(3S,7S,10R)-10-Methyl-7-(1-methylethyl)-3-(phenylmethyl)-3-(trimethylsiloxy)-1,5-dioxaspiro<5.5>undecane

Guidance literature:: Multi-step reaction with 3 steps

1: 92 percent / t-BuOK / 2-methyl-propan-2-ol / 0.5 h / 25 °C

2: 1.) CuCN / 1.) THF, cyclohexane, ether, -85 to -25 deg C, 2.5 h, 2.) THF, 25 deg C, 2 h

3: 84 percent / trimethylsilyl trifluoromethanesulfonate (TMSOTf) / tetrahydrofuran / 5 h / 25 °C

With trimethylsilyl trifluoromethanesulfonate; potassium tert-butylate; In tetrahydrofuran; tert-butyl alcohol;
DOI:10.1021/jo00028a057