(1S,2R,3S,5R,1'S,2'R)-6,6-dimethyl-3-(1'-ethoxy-2'-phenyl-2'-hydroxy-1'-butylsulfanyl)-2-(O-t-butyl-dimethylsilyl-hydroxymethyl)-bicyclo[3.1.1]heptane

Base Information

Chemical Name:(1S,2R,3S,5R,1'S,2'R)-6,6-dimethyl-3-(1'-ethoxy-2'-phenyl-2'-hydroxy-1'-butylsulfanyl)-2-(O-t-butyl-dimethylsilyl-hydroxymethyl)-bicyclo[3.1.1]heptane
CAS No.:682352-13-2
Molecular Formula:C₂₈H₄₈O₃SSi
Molecular Weight:492.839
Hs Code.:

Synonyms:(1S,2R,3S,5R,1'S,2'R)-6,6-dimethyl-3-(1'-ethoxy-2'-phenyl-2'-hydroxy-1'-butylsulfanyl)-2-(O-t-butyl-dimethylsilyl-hydroxymethyl)-bicyclo[3.1.1]heptane

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Chemical Property of (1S,2R,3S,5R,1'S,2'R)-6,6-dimethyl-3-(1'-ethoxy-2'-phenyl-2'-hydroxy-1'-butylsulfanyl)-2-(O-t-butyl-dimethylsilyl-hydroxymethyl)-bicyclo[3.1.1]heptane

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Technology Process of (1S,2R,3S,5R,1'S,2'R)-6,6-dimethyl-3-(1'-ethoxy-2'-phenyl-2'-hydroxy-1'-butylsulfanyl)-2-(O-t-butyl-dimethylsilyl-hydroxymethyl)-bicyclo[3.1.1]heptane

There total 19 articles about (1S,2R,3S,5R,1'S,2'R)-6,6-dimethyl-3-(1'-ethoxy-2'-phenyl-2'-hydroxy-1'-butylsulfanyl)-2-(O-t-butyl-dimethylsilyl-hydroxymethyl)-bicyclo[3.1.1]heptane 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: 99.0%

: 925-90-6
ethylmagnesium bromide

: 682352-10-9
(1S,2R,3S,5R,2'S)-6,6-dimethyl-3-(2'-ethoxy-1'-phenyl-1'-oxo-2'-ethylsulfanyl)-2-(O-t-butyl-dimethylsilyl-hydroxymethyl)-bicyclo[3.1.1]heptane

: 682352-13-2
(1S,2R,3S,5R,1'S,2'R)-6,6-dimethyl-3-(1'-ethoxy-2'-phenyl-2'-hydroxy-1'-butylsulfanyl)-2-(O-t-butyl-dimethylsilyl-hydroxymethyl)-bicyclo[3.1.1]heptane

Guidance literature:: DOI:10.1016/j.tetlet.2004.01.046

Reference yield:

: 444308-38-7
{(1S,2R,3S,5R)-3-mercapto-6,6-dimethylbicyclo[3.1.1]heptan-2-yl}methanol

: 682352-13-2
(1S,2R,3S,5R,1'S,2'R)-6,6-dimethyl-3-(1'-ethoxy-2'-phenyl-2'-hydroxy-1'-butylsulfanyl)-2-(O-t-butyl-dimethylsilyl-hydroxymethyl)-bicyclo[3.1.1]heptane

Guidance literature:: Multi-step reaction with 3 steps

1.1: p-toluenesulfonic acid / CH₂Cl₂ / 5 h / 20 °C

1.2: 0.6 g / potassium carbonate / tetrahydrofuran / 24 h / 20 °C

2.1: 95 percent / triethylamine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 20 °C

3.1: 96 percent / tetrahydrofuran / -78 - 20 °C

With dmap; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; dichloromethane; 3.1: Grignard addition;
DOI:10.1016/j.tetasy.2005.03.032

Reference yield:

: 6175-45-7
2,2-diethoxyacetophenone

: 682352-13-2
(1S,2R,3S,5R,1'S,2'R)-6,6-dimethyl-3-(1'-ethoxy-2'-phenyl-2'-hydroxy-1'-butylsulfanyl)-2-(O-t-butyl-dimethylsilyl-hydroxymethyl)-bicyclo[3.1.1]heptane

Guidance literature:: Multi-step reaction with 3 steps

1.1: p-toluenesulfonic acid / CH₂Cl₂ / 5 h / 20 °C

1.2: 0.6 g / potassium carbonate / tetrahydrofuran / 24 h / 20 °C

2.1: 95 percent / triethylamine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 20 °C

3.1: 96 percent / tetrahydrofuran / -78 - 20 °C

With dmap; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; dichloromethane; 3.1: Grignard addition;
DOI:10.1016/j.tetasy.2005.03.032