Carbonic acid allyl ester 6-(tert-butyl-dimethyl-silanyloxy)-6-[(Z)-7-(tetrahydro-pyran-2-yloxy)-hept-3-ene-1,5-diynyl]-cyclohex-1-enyl ester

Base Information

• Chemical Name: Carbonic acid allyl ester 6-(tert-butyl-dimethyl-silanyloxy)-6-[(Z)-7-(tetrahydro-pyran-2-yloxy)-hept-3-ene-1,5-diynyl]-cyclohex-1-enyl ester
• CAS No.: 156083-36-2
• Molecular Formula: C₂₈H₄₀O₆Si
• Molecular Weight: 500.707
• Mol file: 156083-36-2.mol

Synonyms:Carbonic acid allyl ester 6-(tert-butyl-dimethyl-silanyloxy)-6-[(Z)-7-(tetrahydro-pyran-2-yloxy)-hept-3-ene-1,5-diynyl]-cyclohex-1-enyl ester

Chemical Property of Carbonic acid allyl ester 6-(tert-butyl-dimethyl-silanyloxy)-6-[(Z)-7-(tetrahydro-pyran-2-yloxy)-hept-3-ene-1,5-diynyl]-cyclohex-1-enyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Carbonic acid allyl ester 6-(tert-butyl-dimethyl-silanyloxy)-6-[(Z)-7-(tetrahydro-pyran-2-yloxy)-hept-3-ene-1,5-diynyl]-cyclohex-1-enyl ester

There total 1 articles about Carbonic acid allyl ester 6-(tert-butyl-dimethyl-silanyloxy)-6-[(Z)-7-(tetrahydro-pyran-2-yloxy)-hept-3-ene-1,5-diynyl]-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:

2-{(tert-butyldimethylsilyl)oxy}cyclohex-2-en-1-one (116608-34-5) + tetrahydropyranyl ether of Z-hept-4-ene-2,6-diyn-1-ol (138915-66-9) + Allyl chloroformate (2937-50-0) → Carbonic acid allyl ester 6-(tert-butyl-dimethyl-silanyloxy)-6-[(Z)-7-(tetrahydro-pyran-2-yloxy)-hept-3-ene-1,5-diynyl]-cyclohex-1-enyl ester (156083-36-2)

Guidance literature:

With lithium hexamethyldisilazane; Yield given. Multistep reaction;

DOI:10.1016/S0040-4020(01)80626-8

Reference yield: 84.0%

Carbonic acid allyl ester 6-(tert-butyl-dimethyl-silanyloxy)-6-[(Z)-7-(tetrahydro-pyran-2-yloxy)-hept-3-ene-1,5-diynyl]-cyclohex-1-enyl ester (156083-36-2) → 6-(tert-Butyl-dimethyl-silanyloxy)-6-[(Z)-7-(tetrahydro-pyran-2-yloxy)-hept-3-ene-1,5-diynyl]-cyclohex-2-enone (150637-64-2)

Guidance literature:

With oxygen; palladium diacetate;

DOI:10.1016/S0040-4020(01)80626-8

Reference yield:

Carbonic acid allyl ester 6-(tert-butyl-dimethyl-silanyloxy)-6-[(Z)-7-(tetrahydro-pyran-2-yloxy)-hept-3-ene-1,5-diynyl]-cyclohex-1-enyl ester (156083-36-2) → 6-(tert-Butyl-dimethyl-silanyloxy)-6-((Z)-7-hydroxy-hept-3-ene-1,5-diynyl)-cyclohex-2-enone (143893-08-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 76 percent / palladium(II) acetate / acetonitrile / 4 h / 80 °C

2: 97 percent / Amberlyst H-15 / methanol / 3 h / Ambient temperature

With Amberlyst H-15; palladium diacetate; In methanol; acetonitrile;

DOI:10.1021/ja970743t

upstream raw materials:

2-{(tert-butyldimethylsilyl)oxy}cyclohex-2-en-1-one

tetrahydropyranyl ether of Z-hept-4-ene-2,6-diyn-1-ol

Allyl chloroformate

Downstream raw materials:

6-(tert-Butyl-dimethyl-silanyloxy)-6-[(Z)-7-(tetrahydro-pyran-2-yloxy)-hept-3-ene-1,5-diynyl]-cyclohex-2-enone

6-(tert-Butyl-dimethyl-silanyloxy)-6-((Z)-7-hydroxy-hept-3-ene-1,5-diynyl)-cyclohex-2-enone