(4S,5S)-4-((tert-butyldimethylsilyloxy)methyl)-2-phenyl-5-(prop-1-en-2-yl)-4,5-dihyddrooxazole

Base Information

Chemical Name:(4S,5S)-4-((tert-butyldimethylsilyloxy)methyl)-2-phenyl-5-(prop-1-en-2-yl)-4,5-dihyddrooxazole
CAS No.:372119-53-4
Molecular Formula:C₁₉H₂₉NO₂Si
Molecular Weight:331.53
Hs Code.:

Synonyms:(4S,5S)-4-((tert-butyldimethylsilyloxy)methyl)-2-phenyl-5-(prop-1-en-2-yl)-4,5-dihyddrooxazole

Suppliers and Price of (4S,5S)-4-((tert-butyldimethylsilyloxy)methyl)-2-phenyl-5-(prop-1-en-2-yl)-4,5-dihyddrooxazole

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 (4S,5S)-4-((tert-butyldimethylsilyloxy)methyl)-2-phenyl-5-(prop-1-en-2-yl)-4,5-dihyddrooxazole

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (4S,5S)-4-((tert-butyldimethylsilyloxy)methyl)-2-phenyl-5-(prop-1-en-2-yl)-4,5-dihyddrooxazole

There total 6 articles about (4S,5S)-4-((tert-butyldimethylsilyloxy)methyl)-2-phenyl-5-(prop-1-en-2-yl)-4,5-dihyddrooxazole 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: 97.0%

: (4S)-3-benzoyl-4-tert-butyldimethylsilyloxymethyl-5-(2-propenyl)oxazolidin-2-one

: 372119-53-4
(4S,5S)-4-((tert-butyldimethylsilyloxy)methyl)-2-phenyl-5-(prop-1-en-2-yl)-4,5-dihyddrooxazole

Guidance literature:: With 1,3-bis-(diphenylphosphino)propane; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; In tetrahydrofuran; at 50 ℃; for 4h;
DOI:10.1021/jo015760m

Reference yield: 75.0%

: 1219499-79-2
(S)-4-benzamido-5-(tert-butyldimethylsilyloxy)-2-methylpent-1-en-3-yl acetate

: 372119-53-4
(4S,5S)-4-((tert-butyldimethylsilyloxy)methyl)-2-phenyl-5-(prop-1-en-2-yl)-4,5-dihyddrooxazole

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In acetonitrile; for 24h; optical yield given as %de; stereoselective reaction; Inert atmosphere; Reflux;
DOI:10.3987/COM-09-11850

Reference yield:

: 126645-26-9
(S)-methyl 2-((tert-butoxycarbonyl)amino)-3-((tert-butyldimethylsilyl)oxy)propanoate

: 372119-53-4
(4S,5S)-4-((tert-butyldimethylsilyloxy)methyl)-2-phenyl-5-(prop-1-en-2-yl)-4,5-dihyddrooxazole

Guidance literature:: Multi-step reaction with 5 steps

1: diisobutylaluminum hydride / toluene / 3 h / -78 °C

2: 5.67 g / tetrahydrofuran / 0 - 20 °C

3: NaH / tetrahydrofuran / 0 - 20 °C

4: 5.45 g / NaH / tetrahydrofuran / 0 - 20 °C

5: 97 percent / 1,3-bis(diphenylphosphino)propane / Pd₂(dibenzylideneacetone)3CHCl₃ / tetrahydrofuran / 4 h / 50 °C

With 1,3-bis-(diphenylphosphino)propane; sodium hydride; diisobutylaluminium hydride; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; In tetrahydrofuran; toluene;
DOI:10.1021/jo015760m