(2R,3R,6S,8S,9R,1R)-(+)-2-<<(2'-tert-butyldiphenylsilyl)oxy>ethyl>-8-(2-hydroxy-1-methylethyl)-3,9-dimethyl-1,7-dioxaspiro<5.5>undecane

Base Information

Chemical Name:(2R,3R,6S,8S,9R,1R)-(+)-2-<<(2'-tert-butyldiphenylsilyl)oxy>ethyl>-8-(2-hydroxy-1-methylethyl)-3,9-dimethyl-1,7-dioxaspiro<5.5>undecane
CAS No.:111349-83-8
Molecular Formula:C₃₂H₄₈O₄Si
Molecular Weight:524.816
Hs Code.:

Synonyms:(2R,3R,6S,8S,9R,1R)-(+)-2-<<(2'-tert-butyldiphenylsilyl)oxy>ethyl>-8-(2-hydroxy-1-methylethyl)-3,9-dimethyl-1,7-dioxaspiro<5.5>undecane

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Chemical Property of (2R,3R,6S,8S,9R,1R)-(+)-2-<<(2'-tert-butyldiphenylsilyl)oxy>ethyl>-8-(2-hydroxy-1-methylethyl)-3,9-dimethyl-1,7-dioxaspiro<5.5>undecane

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Technology Process of (2R,3R,6S,8S,9R,1R)-(+)-2-<<(2'-tert-butyldiphenylsilyl)oxy>ethyl>-8-(2-hydroxy-1-methylethyl)-3,9-dimethyl-1,7-dioxaspiro<5.5>undecane

There total 16 articles about (2R,3R,6S,8S,9R,1R)-(+)-2-<<(2'-tert-butyldiphenylsilyl)oxy>ethyl>-8-(2-hydroxy-1-methylethyl)-3,9-dimethyl-1,7-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: 52.0%

: 111349-80-5,135095-34-0
<2S-<1R>-3R,6-<3R,4R>>-(+)-2-<1-methyl-2-(methoxymethoxy)ethyl>-3-methyl-6-<3-methyl-4-<(tert-butyldimethylsilyl)oxy>-6-<(tert-butyldiphenylsilyl)oxy>-1-hexyl>-3,4-dihydro-2H-pyran

: 111349-83-8
(2R,3R,6S,8S,9R,1R)-(+)-2-<<(2'-tert-butyldiphenylsilyl)oxy>ethyl>-8-(2-hydroxy-1-methylethyl)-3,9-dimethyl-1,7-dioxaspiro<5.5>undecane

Guidance literature:: With toluene-4-sulfonic acid; In benzene; at 20 - 55 ℃; for 4h;

Reference yield:

: 135095-34-0
(2S,3R)-6-[(3R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-6-(tert-butyl-diphenyl-silanyloxy)-3-methyl-hexyl]-2-((R)-2-methoxymethoxy-1-methyl-ethyl)-3-methyl-3,4-dihydro-2H-pyran

: 111349-83-8
(2R,3R,6S,8S,9R,1R)-(+)-2-<<(2'-tert-butyldiphenylsilyl)oxy>ethyl>-8-(2-hydroxy-1-methylethyl)-3,9-dimethyl-1,7-dioxaspiro<5.5>undecane

Guidance literature:: With toluene-4-sulfonic acid; In benzene; at 55 ℃; for 3h;
DOI:10.1021/ja00258a063

Reference yield:

: 111349-72-5
(2R,4R,3S)-(+)-1-(methoxymethyl)-2,4-dimethylhex-5-en-3-ol

: 111349-83-8
(2R,3R,6S,8S,9R,1R)-(+)-2-<<(2'-tert-butyldiphenylsilyl)oxy>ethyl>-8-(2-hydroxy-1-methylethyl)-3,9-dimethyl-1,7-dioxaspiro<5.5>undecane

Guidance literature:: Multi-step reaction with 4 steps

2: 85 percent / MsCl, Et₃N / CH₂Cl₂ / 14 h

3: 1.) KO-t-Bu, n-BuLi, Bu₃SnCl, 2.) n-BuLi / 1.) THF, -78 deg C to room temperature, 2.) THF-HMPA, -78 deg C to room temperature, 16 h

4: p-TsOH-H₂O / benzene / 3 h / 55 °C

With n-butyllithium; tributyltin chloride; potassium tert-butylate; toluene-4-sulfonic acid; methanesulfonyl chloride; triethylamine; In dichloromethane; benzene;
DOI:10.1021/ja00258a063