3-((E)-1-Methyl-3-triisopropylsilanyloxy-propenyl)-1-trimethylsilanyloxy-cyclohexene

Base Information

Chemical Name:3-((E)-1-Methyl-3-triisopropylsilanyloxy-propenyl)-1-trimethylsilanyloxy-cyclohexene
CAS No.:439588-92-8
Molecular Formula:C₂₂H₄₄O₂Si₂
Molecular Weight:396.761
Hs Code.:

Synonyms:3-((E)-1-Methyl-3-triisopropylsilanyloxy-propenyl)-1-trimethylsilanyloxy-cyclohexene

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Chemical Property of 3-((E)-1-Methyl-3-triisopropylsilanyloxy-propenyl)-1-trimethylsilanyloxy-cyclohexene

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Technology Process of 3-((E)-1-Methyl-3-triisopropylsilanyloxy-propenyl)-1-trimethylsilanyloxy-cyclohexene

There total 1 articles about 3-((E)-1-Methyl-3-triisopropylsilanyloxy-propenyl)-1-trimethylsilanyloxy-cyclohexene 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: 94.0%

: 75-77-4
chloro-trimethyl-silane

: 930-68-7
cyclohexenone

: 439588-92-8
3-((E)-1-Methyl-3-triisopropylsilanyloxy-propenyl)-1-trimethylsilanyloxy-cyclohexene

Guidance literature:: In tetrahydrofuran; at -78 ℃;
DOI:10.1016/S0040-4039(02)00079-5

Reference yield: 96.0%

: 439588-93-9
5-(tert-butyldimethylsilyl)-4-methylfuran-2-carbaldehyde

: 439588-92-8
3-((E)-1-Methyl-3-triisopropylsilanyloxy-propenyl)-1-trimethylsilanyloxy-cyclohexene

: (2R,3R)-2-{[5-(tert-Butyl-dimethyl-silanyl)-4-methyl-furan-2-yl]-hydroxy-methyl}-3-((E)-1-methyl-3-triisopropylsilanyloxy-propenyl)-cyclohexanone

Guidance literature:: 3-((E)-1-Methyl-3-triisopropylsilanyloxy-propenyl)-1-trimethylsilanyloxy-cyclohexene; With n-butyllithium; zinc dibromide; In tetrahydrofuran; at -78 ℃;

5-(tert-butyldimethylsilyl)-4-methylfuran-2-carbaldehyde; In tetrahydrofuran;
DOI:10.1016/S0040-4039(02)00079-5

Reference yield:

: 439588-92-8
3-((E)-1-Methyl-3-triisopropylsilanyloxy-propenyl)-1-trimethylsilanyloxy-cyclohexene

: Acetic acid (1R,2S,3R)-2-[5-(tert-butyl-dimethyl-silanyl)-4-methyl-furan-2-ylmethyl]-3-((E)-3-hydroxy-1-methyl-but-1-enyl)-cyclohexyl ester

Guidance literature:: Multi-step reaction with 10 steps

1.1: BuLi; ZnBr₂ / tetrahydrofuran / -78 °C

1.2: 96 percent / tetrahydrofuran

2.1: Et₃N; DMAP / 1,2-dichloro-ethane

3.1: DBU / 1,2-dichloro-ethane / 70 °C

4.1: 100 percent / K₂CO₃; MeOH

5.1: (Ph₃P)3RhCl (Wilkinson's catalyst) / tetrahydrofuran / 70 °C

5.2: 98 percent / K₂CO₃; MeOH

6.1: K-Selectride / tetrahydrofuran / -78 °C

7.1: DMAP; pyridine / CH₂Cl₂

8.1: TBAF / tetrahydrofuran / 0 °C

9.1: MnO₂ / CH₂Cl₂

10.1: diethyl ether / -78 °C

With pyridine; methanol; dmap; manganese(IV) oxide; n-butyllithium; tetrabutyl ammonium fluoride; potassium tri-sec-butyl-borohydride; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; zinc dibromide; Wilkinson's catalyst; In tetrahydrofuran; diethyl ether; dichloromethane; 1,2-dichloro-ethane;
DOI:10.1016/S0040-4039(02)00079-5