carbonic acid allyl ester 2-(tert-butyl-dimethyl-silanyloxy)-cyclohex-1-enyl ester

Base Information

• Chemical Name: carbonic acid allyl ester 2-(tert-butyl-dimethyl-silanyloxy)-cyclohex-1-enyl ester
• CAS No.: 925462-07-3
• Molecular Formula: C₁₆H₂₈O₄Si
• Molecular Weight: 312.481
• Mol file: 925462-07-3.mol

Synonyms:carbonic acid allyl ester 2-(tert-butyl-dimethyl-silanyloxy)-cyclohex-1-enyl ester

Chemical Property of carbonic acid allyl ester 2-(tert-butyl-dimethyl-silanyloxy)-cyclohex-1-enyl ester

Chemical Property:

Purity/Quality:

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MSDS Files:

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Technology Process of carbonic acid allyl ester 2-(tert-butyl-dimethyl-silanyloxy)-cyclohex-1-enyl ester

There total 2 articles about carbonic acid allyl ester 2-(tert-butyl-dimethyl-silanyloxy)-cyclohex-1-enyl ester 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: 67.0%

carbonic acid allyl ester 2-oxo-cyclohexyl ester (925462-45-9) + tert-butyldimethylsilyl chloride (18162-48-6) → carbonic acid allyl ester 2-(tert-butyl-dimethyl-silanyloxy)-cyclohex-1-enyl ester (925462-07-3)

Guidance literature:

carbonic acid allyl ester 2-oxo-cyclohexyl ester; With sodium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 1h;

tert-butyldimethylsilyl chloride; In tetrahydrofuran; at -78 - 20 ℃; for 1.5h;

DOI:10.1021/ja067342a

Reference yield:

2-hydroxycyclohexanone dimer (60308-50-1,30282-14-5) → carbonic acid allyl ester 2-(tert-butyl-dimethyl-silanyloxy)-cyclohex-1-enyl ester (925462-07-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 79 percent / pyridine / CH₂Cl₂ / 24 h / 0 - 20 °C

2.1: sodium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C

2.2: 67 percent / tetrahydrofuran / 1.5 h / -78 - 20 °C

With pyridine; sodium hexamethyldisilazane; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ja067342a

Reference yield:

carbonic acid allyl ester 2-(tert-butyl-dimethyl-silanyloxy)-cyclohex-1-enyl ester (925462-07-3) → 2-allyl-2-(tert-butyl-dimethyl-silanyloxy)-cyclohexanone + (R)-2-allyl-2-(tert-butyl-dimethyl-silanyloxy)-cyclohexanone (925462-17-5)

Guidance literature:

With chiral ligand; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; In 1,4-dioxane; at 23 ℃; for 10h; Title compound not separated from byproducts;

DOI:10.1021/ja067342a

upstream raw materials:

carbonic acid allyl ester 2-oxo-cyclohexyl ester

tert-butyldimethylsilyl chloride

2-hydroxycyclohexanone dimer

Downstream raw materials:

(R)-2-allyl-2-(tert-butyl-dimethyl-silanyloxy)-cyclohexanone

Refernces