5-[(2E)-4-(tert-butyldimethylsilyloxy)-2-methylbut-2-enyl]-3-{(3S)-1-hydroxy-4-methyl-3-[(5-methylene-2-phenyl-1,3-dioxan-4-yl)methyl]pent-4-enyl}furan-2(5H)-one

Base Information

Chemical Name:5-[(2E)-4-(tert-butyldimethylsilyloxy)-2-methylbut-2-enyl]-3-{(3S)-1-hydroxy-4-methyl-3-[(5-methylene-2-phenyl-1,3-dioxan-4-yl)methyl]pent-4-enyl}furan-2(5H)-one
CAS No.:864270-14-4
Molecular Formula:C₃₃H₄₈O₆Si
Molecular Weight:568.826
Hs Code.:

5-[(2E)-4-(tert-butyldimethylsilyloxy)-2-methylbut-2-enyl]-3-{(3S)-1-hydroxy-4-methyl-3-[(5-methylene-2-phenyl-1,3-dioxan-4-yl)methyl]pent-4-enyl}furan-2(5H)-one

Synonyms:5-[(2E)-4-(tert-butyldimethylsilyloxy)-2-methylbut-2-enyl]-3-{(3S)-1-hydroxy-4-methyl-3-[(5-methylene-2-phenyl-1,3-dioxan-4-yl)methyl]pent-4-enyl}furan-2(5H)-one

Suppliers and Price of 5-[(2E)-4-(tert-butyldimethylsilyloxy)-2-methylbut-2-enyl]-3-{(3S)-1-hydroxy-4-methyl-3-[(5-methylene-2-phenyl-1,3-dioxan-4-yl)methyl]pent-4-enyl}furan-2(5H)-one

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of 5-[(2E)-4-(tert-butyldimethylsilyloxy)-2-methylbut-2-enyl]-3-{(3S)-1-hydroxy-4-methyl-3-[(5-methylene-2-phenyl-1,3-dioxan-4-yl)methyl]pent-4-enyl}furan-2(5H)-one

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of 5-[(2E)-4-(tert-butyldimethylsilyloxy)-2-methylbut-2-enyl]-3-{(3S)-1-hydroxy-4-methyl-3-[(5-methylene-2-phenyl-1,3-dioxan-4-yl)methyl]pent-4-enyl}furan-2(5H)-one

There total 15 articles about 5-[(2E)-4-(tert-butyldimethylsilyloxy)-2-methylbut-2-enyl]-3-{(3S)-1-hydroxy-4-methyl-3-[(5-methylene-2-phenyl-1,3-dioxan-4-yl)methyl]pent-4-enyl}furan-2(5H)-one 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: 96.0%

: 864270-13-3
5-[(2E)-4-(tert-butyldimethylsilyloxy)-2-methylbut-2-enyl]-3-{(3S)-1-hydroxy-4-methyl-3-[(5-methylene-2-phenyl-1,3-dioxan-4-yl)methyl]pent-4-enyl}-3-(phenylseleno)dihydrofuran-2(3H)-one

: 864270-14-4
5-[(2E)-4-(tert-butyldimethylsilyloxy)-2-methylbut-2-enyl]-3-{(3S)-1-hydroxy-4-methyl-3-[(5-methylene-2-phenyl-1,3-dioxan-4-yl)methyl]pent-4-enyl}furan-2(5H)-one

Guidance literature:: With dihydrogen peroxide; In tetrahydrofuran; at 0 - 20 ℃;
DOI:10.1039/b504545b

Reference yield:

: 864182-76-3
(3S)-3-(isopropenyl)pentan-5-olide

: 864270-14-4
5-[(2E)-4-(tert-butyldimethylsilyloxy)-2-methylbut-2-enyl]-3-{(3S)-1-hydroxy-4-methyl-3-[(5-methylene-2-phenyl-1,3-dioxan-4-yl)methyl]pent-4-enyl}furan-2(5H)-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: 88 percent / DIBAL / tetrahydrofuran; toluene / 0.5 h / -78 °C

2.1: t-BuLi / pentane; diethyl ether / -78 - 0 °C

2.2: 64 percent / pentane; diethyl ether / 0 - 20 °C

3.1: 64 percent / pyridinium p-toluenesulfonate / benzene / 2 h / Heating

4.1: 95 percent / dimethyl sulfoxide; oxalyl chloride; Et₃N / CH₂Cl₂ / -78 - 20 °C

5.1: LDA / tetrahydrofuran; hexane / 1 h / -78 °C

5.2: 60 percent / tetrahydrofuran; hexane / 1 h / -78 °C

6.1: 96 percent / aq. H₂O₂ / tetrahydrofuran / 0 - 20 °C

With oxalyl dichloride; dihydrogen peroxide; tert.-butyl lithium; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; toluene; pentane; benzene; 4.1: Swern oxidation;
DOI:10.1039/b504545b

Reference yield:

: 864182-77-4
3-(isopropenyl)tetrahydropyran-2-ol

: 864270-14-4
5-[(2E)-4-(tert-butyldimethylsilyloxy)-2-methylbut-2-enyl]-3-{(3S)-1-hydroxy-4-methyl-3-[(5-methylene-2-phenyl-1,3-dioxan-4-yl)methyl]pent-4-enyl}furan-2(5H)-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: t-BuLi / pentane; diethyl ether / -78 - 0 °C

1.2: 64 percent / pentane; diethyl ether / 0 - 20 °C

2.1: 64 percent / pyridinium p-toluenesulfonate / benzene / 2 h / Heating

3.1: 95 percent / dimethyl sulfoxide; oxalyl chloride; Et₃N / CH₂Cl₂ / -78 - 20 °C

4.1: LDA / tetrahydrofuran; hexane / 1 h / -78 °C

4.2: 60 percent / tetrahydrofuran; hexane / 1 h / -78 °C

5.1: 96 percent / aq. H₂O₂ / tetrahydrofuran / 0 - 20 °C

With oxalyl dichloride; dihydrogen peroxide; tert.-butyl lithium; pyridinium p-toluenesulfonate; dimethyl sulfoxide; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; pentane; benzene; 3.1: Swern oxidation;
DOI:10.1039/b504545b