(S)-1-((4R,5R)-5-((tert-butyldimethylsilanyloxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)pent-4-en-2-ol

Base Information

Chemical Name:(S)-1-((4R,5R)-5-((tert-butyldimethylsilanyloxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)pent-4-en-2-ol
CAS No.:920018-55-9
Molecular Formula:C₁₇H₃₄O₄Si
Molecular Weight:330.54
Hs Code.:

Synonyms:(S)-1-((4R,5R)-5-((tert-butyldimethylsilanyloxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)pent-4-en-2-ol

Suppliers and Price of (S)-1-((4R,5R)-5-((tert-butyldimethylsilanyloxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)pent-4-en-2-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 (S)-1-((4R,5R)-5-((tert-butyldimethylsilanyloxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)pent-4-en-2-ol

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (S)-1-((4R,5R)-5-((tert-butyldimethylsilanyloxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)pent-4-en-2-ol

There total 1 articles about (S)-1-((4R,5R)-5-((tert-butyldimethylsilanyloxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)pent-4-en-2-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:

: 191723-84-9
2-((4R,5R)-5-((tert-butyldimethylsilanyloxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)acetaldehyde

: 85134-98-1
(-)-B-methoxydiisopinocampheylborane

: 1730-25-2
allylmagnesium bromide

: 920018-55-9
(S)-1-((4R,5R)-5-((tert-butyldimethylsilanyloxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)pent-4-en-2-ol

: 1196-00-5
(-)-isopinocampheol

Guidance literature:: (-)-B-methoxydiisopinocampheylborane; allylmagnesium bromide; In diethyl ether; hexane; at 0 - 20 ℃; for 1h;

2-((4R,5R)-5-((tert-butyldimethylsilanyloxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)acetaldehyde; In diethyl ether; hexane; at -78 - 0 ℃; for 1h;

With dihydrogen peroxide; sodium hydroxide; In diethyl ether; hexane; water; for 8h; diastereoselective reaction;
DOI:10.1039/c2ob25766a

Reference yield:

: 920018-55-9
(S)-1-((4R,5R)-5-((tert-butyldimethylsilanyloxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)pent-4-en-2-ol

: 920018-60-6
(R)-2-(tert-butyldiphenylsilanyloxy)-2-((2R,4R,6S)-4-methoxy-6-(phenylthio)tetrahydro-2H-pyran-2-yl)ethanol

Guidance literature:: Multi-step reaction with 7 steps

1.1: 26 mg / sodium hydride / tetrahydrofuran / 1.5 h / Heating

2.1: ozone / CH₂Cl₂ / -78 °C

2.2: 95 percent / triphenylphosphine / CH₂Cl₂ / 0.5 h / -78 - 20 °C

3.1: 87 percent / pyridinium p-toluenesulfonate / 12 h / Heating

4.1: 78 percent / imidazole; 4-N,N-dimethylaminopyridine / dimethylformamide / 12 h

5.1: 96 percent / 2,6-lutidine / CH₂Cl₂ / 5.5 h / 0 - 20 °C

6.1: 75 percent / pyridinium p-toluenesulfonate / methanol / 3 h / Heating

7.1: 47 percent / zinc iodide / 1,2-dichloro-ethane / 5 h / 0 - 20 °C

With 1H-imidazole; 2,6-dimethylpyridine; dmap; pyridinium p-toluenesulfonate; sodium hydride; ozone; zinc(II) iodide; In tetrahydrofuran; methanol; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1021/ol062530r

Reference yield:

: 920018-55-9
(S)-1-((4R,5R)-5-((tert-butyldimethylsilanyloxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)pent-4-en-2-ol

: 920018-79-7
(R,2E,4E)-6-(tert-butyldiphenylsilanyloxy)-6-((2R,4R,6S)-4-methoxy-6-(phenylthio)tetrahydro-2H-pyran-2-yl)-4-methylhexa-2,4-dien-1-ol

Guidance literature:: Multi-step reaction with 13 steps

1.1: 26 mg / sodium hydride / tetrahydrofuran / 1.5 h / Heating

2.1: ozone / CH₂Cl₂ / -78 °C

2.2: 95 percent / triphenylphosphine / CH₂Cl₂ / 0.5 h / -78 - 20 °C

3.1: 87 percent / pyridinium p-toluenesulfonate / 12 h / Heating

4.1: 78 percent / imidazole; 4-N,N-dimethylaminopyridine / dimethylformamide / 12 h

5.1: 96 percent / 2,6-lutidine / CH₂Cl₂ / 5.5 h / 0 - 20 °C

6.1: 75 percent / pyridinium p-toluenesulfonate / methanol / 3 h / Heating

7.1: 47 percent / zinc iodide / 1,2-dichloro-ethane / 5 h / 0 - 20 °C

8.1: 99 percent / dimethyl sulfoxide; oxalyl chloride; triethylamine / cooling

9.1: 92 percent / toluene / 12 h / 100 °C

10.1: 91 percent / diisobutylaluminium hydride / toluene / -78 - 20 °C

11.1: 87 percent / dimethylsulfoxide; oxalyl chloride; triethylamine / 1.75 h / cooling

12.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C

12.2: 83 percent / tetrahydrofuran / 1 h / 0 - 20 °C

13.1: 99 percent / diisobutylaluminium hydride / toluene / 1 h / -78 °C

With 1H-imidazole; 2,6-dimethylpyridine; dmap; oxalyl dichloride; pyridinium p-toluenesulfonate; sodium hydride; diisobutylaluminium hydride; ozone; dimethyl sulfoxide; triethylamine; zinc(II) iodide; In tetrahydrofuran; methanol; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene; 8.1: Swern oxidation / 9.1: Wittig reaction / 11.1: Swern oxidation / 12.2: Wittig reaction;
DOI:10.1021/ol062530r