tert-butyl 10-(tert-butyldiphenylsilyloxy)-5-isopropenyl-3-oxo-8-decynoate

Base Information

Chemical Name:tert-butyl 10-(tert-butyldiphenylsilyloxy)-5-isopropenyl-3-oxo-8-decynoate
CAS No.:244057-95-2
Molecular Formula:C₃₃H₄₄O₄Si
Molecular Weight:532.795
Hs Code.:

Synonyms:tert-butyl 10-(tert-butyldiphenylsilyloxy)-5-isopropenyl-3-oxo-8-decynoate

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Chemical Property of tert-butyl 10-(tert-butyldiphenylsilyloxy)-5-isopropenyl-3-oxo-8-decynoate

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Technology Process of tert-butyl 10-(tert-butyldiphenylsilyloxy)-5-isopropenyl-3-oxo-8-decynoate

There total 2 articles about tert-butyl 10-(tert-butyldiphenylsilyloxy)-5-isopropenyl-3-oxo-8-decynoate 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: 88.0%

: 540-88-5
acetic acid tert-butyl ester

: 244057-93-0
ethyl 8-(tert-butyldiphenylsilyloxy)-5-isopropenyl-6-octynoate

: 244057-95-2
tert-butyl 10-(tert-butyldiphenylsilyloxy)-5-isopropenyl-3-oxo-8-decynoate

Guidance literature:: With lithium hexamethyldisilazane; In tetrahydrofuran; 1.) -78 deg C, 1 h, 2.) -78 deg C to room temperature;
DOI:10.1021/jo990376z

Reference yield:

: 213328-01-9
8-(tert-butyl-diphenyl-silanyloxy)-2-methyl-oct-2-en-6-yn-1-ol

: 244057-95-2
tert-butyl 10-(tert-butyldiphenylsilyloxy)-5-isopropenyl-3-oxo-8-decynoate

Guidance literature:: Multi-step reaction with 2 steps

1: 85 percent / propionic acid / 16 h / Heating

2: 88 percent / LiN(TMS)2 / tetrahydrofuran / 1.) -78 deg C, 1 h, 2.) -78 deg C to room temperature

With propionic acid; lithium hexamethyldisilazane; In tetrahydrofuran;
DOI:10.1021/jo990376z

Reference yield:

: 244057-95-2
tert-butyl 10-(tert-butyldiphenylsilyloxy)-5-isopropenyl-3-oxo-8-decynoate

: 5-(3-bromo-2-methyl-propenyl)-2-[7-(tert-butyl-diphenyl-silanyloxy)-2-isopropenyl-hept-5-ynyl]-furan-3-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 2.) PPTS / 1.) room temperature, 96 h, 2.) EtOH, 80 deg C, 35 min

2: 94 percent / Dess-Martin periodinane / CH₂Cl₂ / 0.5 h / Ambient temperature

3: 96 percent / tetrahydrofuran

4: SOBr₂

With dibromo sulfoxide; pyridinium p-toluenesulfonate; Dess-Martin periodane; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo990376z