(2S,3S,4R,2'R,4'S,5'S)-(-)-1-(5-allyl-4-methyltetrahydrofuran-2-yl)-2-(tert-butyldiphenylsilanyloxy)-3-methoxymethoxy-4-methylpentan-5-ol

Base Information

Chemical Name:(2S,3S,4R,2'R,4'S,5'S)-(-)-1-(5-allyl-4-methyltetrahydrofuran-2-yl)-2-(tert-butyldiphenylsilanyloxy)-3-methoxymethoxy-4-methylpentan-5-ol
CAS No.:501015-56-1
Molecular Formula:C₃₂H₄₈O₅Si
Molecular Weight:540.816
Hs Code.:

Synonyms:(2S,3S,4R,2'R,4'S,5'S)-(-)-1-(5-allyl-4-methyltetrahydrofuran-2-yl)-2-(tert-butyldiphenylsilanyloxy)-3-methoxymethoxy-4-methylpentan-5-ol

Suppliers and Price of (2S,3S,4R,2'R,4'S,5'S)-(-)-1-(5-allyl-4-methyltetrahydrofuran-2-yl)-2-(tert-butyldiphenylsilanyloxy)-3-methoxymethoxy-4-methylpentan-5-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 (2S,3S,4R,2'R,4'S,5'S)-(-)-1-(5-allyl-4-methyltetrahydrofuran-2-yl)-2-(tert-butyldiphenylsilanyloxy)-3-methoxymethoxy-4-methylpentan-5-ol

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (2S,3S,4R,2'R,4'S,5'S)-(-)-1-(5-allyl-4-methyltetrahydrofuran-2-yl)-2-(tert-butyldiphenylsilanyloxy)-3-methoxymethoxy-4-methylpentan-5-ol

There total 14 articles about (2S,3S,4R,2'R,4'S,5'S)-(-)-1-(5-allyl-4-methyltetrahydrofuran-2-yl)-2-(tert-butyldiphenylsilanyloxy)-3-methoxymethoxy-4-methylpentan-5-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: 75.0%

: 501015-55-0
(2S,3S,4R,2'R,4'S,5'S)-(-)-1-(5-allyl-4-methyltetrahydrofuran-2-yl)-5-(tert-butyldimethylsilanyloxy)-2-(tert-butyldiphenylsilanyloxy)-3-methoxymethoxy-4-methylpentane

: 501015-56-1
(2S,3S,4R,2'R,4'S,5'S)-(-)-1-(5-allyl-4-methyltetrahydrofuran-2-yl)-2-(tert-butyldiphenylsilanyloxy)-3-methoxymethoxy-4-methylpentan-5-ol

Guidance literature:: With toluene-4-sulfonic acid; In methanol;
DOI:10.1002/anie.200290042

Reference yield:

: 501015-47-0
(2R,3S)-(-)-tert-butyl-(3-methoxymethoxy-2,4-dimethylpent-4-enyloxy)dimethylsilane

: 501015-56-1
(2S,3S,4R,2'R,4'S,5'S)-(-)-1-(5-allyl-4-methyltetrahydrofuran-2-yl)-2-(tert-butyldiphenylsilanyloxy)-3-methoxymethoxy-4-methylpentan-5-ol

Guidance literature:: Multi-step reaction with 6 steps

1.1: ozone / CH₂Cl₂ / 1 h / -78 °C

1.2: 86 percent / PPh₃ / CH₂Cl₂ / 0.75 h / -78 °C

2.1: 93 percent / Et₃N / diethyl ether / 3 h / 20 °C

3.1: SnCl₄ / CH₂Cl₂ / 1.5 h / -78 °C

4.1: 11 percent / LiI; LiAlH₄ / diethyl ether / 5 h / -100 °C

5.1: 77 percent / KHMDS / tetrahydrofuran / 20 °C

6.1: 73 percent / aq. p-TsOH / methanol / 1 h

With lithium aluminium tetrahydride; tin(IV) chloride; potassium hexamethylsilazane; toluene-4-sulfonic acid; ozone; triethylamine; lithium iodide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane;
DOI:10.1021/ja038216z

Reference yield:

: 501015-46-9
(2R,3S)-(-)-3-methoxymethoxy-2,4-dimethylpent-4-en-1-ol

: 501015-56-1
(2S,3S,4R,2'R,4'S,5'S)-(-)-1-(5-allyl-4-methyltetrahydrofuran-2-yl)-2-(tert-butyldiphenylsilanyloxy)-3-methoxymethoxy-4-methylpentan-5-ol

Guidance literature:: Multi-step reaction with 7 steps

1.1: 95.5 percent / imidazole / dimethylformamide / 3 h / 20 °C

2.1: ozone / CH₂Cl₂ / 1 h / -78 °C

2.2: 86 percent / PPh₃ / CH₂Cl₂ / 0.75 h / -78 °C

3.1: 93 percent / Et₃N / diethyl ether / 3 h / 20 °C

4.1: SnCl₄ / CH₂Cl₂ / 1.5 h / -78 °C

5.1: 11 percent / LiI; LiAlH₄ / diethyl ether / 5 h / -100 °C

6.1: 77 percent / KHMDS / tetrahydrofuran / 20 °C

7.1: 73 percent / aq. p-TsOH / methanol / 1 h

With 1H-imidazole; lithium aluminium tetrahydride; tin(IV) chloride; potassium hexamethylsilazane; toluene-4-sulfonic acid; ozone; triethylamine; lithium iodide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja038216z