(1E,6E)-(3S,4R)-8-(tert-Butyl-dimethyl-silanyloxy)-4-(4-methoxy-benzyloxy)-1-((S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-octa-1,6-dien-3-ol

Base Information

Chemical Name:(1E,6E)-(3S,4R)-8-(tert-Butyl-dimethyl-silanyloxy)-4-(4-methoxy-benzyloxy)-1-((S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-octa-1,6-dien-3-ol
CAS No.:439867-61-5
Molecular Formula:C₂₈H₄₄O₅Si
Molecular Weight:488.74
Hs Code.:

Synonyms:(1E,6E)-(3S,4R)-8-(tert-Butyl-dimethyl-silanyloxy)-4-(4-methoxy-benzyloxy)-1-((S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-octa-1,6-dien-3-ol

Suppliers and Price of (1E,6E)-(3S,4R)-8-(tert-Butyl-dimethyl-silanyloxy)-4-(4-methoxy-benzyloxy)-1-((S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-octa-1,6-dien-3-ol

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 (1E,6E)-(3S,4R)-8-(tert-Butyl-dimethyl-silanyloxy)-4-(4-methoxy-benzyloxy)-1-((S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-octa-1,6-dien-3-ol

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (1E,6E)-(3S,4R)-8-(tert-Butyl-dimethyl-silanyloxy)-4-(4-methoxy-benzyloxy)-1-((S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-octa-1,6-dien-3-ol

There total 11 articles about (1E,6E)-(3S,4R)-8-(tert-Butyl-dimethyl-silanyloxy)-4-(4-methoxy-benzyloxy)-1-((S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-octa-1,6-dien-3-ol 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: 77.0%

: 439867-72-8
(1E,6E)-(R)-8-(tert-Butyl-dimethyl-silanyloxy)-4-(4-methoxy-benzyloxy)-1-((S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-octa-1,6-dien-3-one

: 439867-61-5
(1E,6E)-(3S,4R)-8-(tert-Butyl-dimethyl-silanyloxy)-4-(4-methoxy-benzyloxy)-1-((S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-octa-1,6-dien-3-ol

Guidance literature:: With zinc(II) tetrahydroborate;
DOI:10.1021/ja026269v

Reference yield:

: 200628-56-4
(E)-tert-butyl((4-iodobut-2-en-1-yl)oxy)dimethylsilane

: 439867-61-5
(1E,6E)-(3S,4R)-8-(tert-Butyl-dimethyl-silanyloxy)-4-(4-methoxy-benzyloxy)-1-((S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-octa-1,6-dien-3-ol

Guidance literature:: Multi-step reaction with 6 steps

1: 70 percent / NaN(SiMe₃)2 / tetrahydrofuran / -40 °C

2: 96 percent / LiOH; H₂O₂ / tetrahydrofuran

3: 85 percent / DCC

4: 93 percent / NaH

5: 77 percent / Zn(BH₄)2

With lithium hydroxide; zinc(II) tetrahydroborate; dihydrogen peroxide; sodium hexamethyldisilazane; sodium hydride; dicyclohexyl-carbodiimide; In tetrahydrofuran;
DOI:10.1021/ja026269v

Reference yield:

: 289472-96-4
(2S)-(4-methyl-3,6-dihydro-2H-pyran-2-yl)-methanol

: 439867-61-5
(1E,6E)-(3S,4R)-8-(tert-Butyl-dimethyl-silanyloxy)-4-(4-methoxy-benzyloxy)-1-((S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-octa-1,6-dien-3-ol

Guidance literature:: Multi-step reaction with 3 steps

1: 90 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂

2: 93 percent / NaH

3: 77 percent / Zn(BH₄)2

With zinc(II) tetrahydroborate; oxalyl dichloride; sodium hydride; dimethyl sulfoxide; triethylamine; In dichloromethane; 1: Swern oxidation;
DOI:10.1021/ja026269v