(4S,5S)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-5-isopropyl-2-phenyl-4,5-dihydro-oxazole

Base Information

Chemical Name:(4S,5S)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-5-isopropyl-2-phenyl-4,5-dihydro-oxazole
CAS No.:372119-55-6
Molecular Formula:C₁₉H₃₁NO₂Si
Molecular Weight:333.546
Hs Code.:

Synonyms:(4S,5S)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-5-isopropyl-2-phenyl-4,5-dihydro-oxazole

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Chemical Property of (4S,5S)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-5-isopropyl-2-phenyl-4,5-dihydro-oxazole

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Technology Process of (4S,5S)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-5-isopropyl-2-phenyl-4,5-dihydro-oxazole

There total 6 articles about (4S,5S)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-5-isopropyl-2-phenyl-4,5-dihydro-oxazole 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: 100.0%

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

: 372119-55-6
(4S,5S)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-5-isopropyl-2-phenyl-4,5-dihydro-oxazole

Guidance literature:: With hydrogen; Wilkinson's catalyst; In benzene; for 36h; under 2844.39 Torr;
DOI:10.1021/jo015760m

Reference yield:

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

: 372119-55-6
(4S,5S)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-5-isopropyl-2-phenyl-4,5-dihydro-oxazole

Guidance literature:: Multi-step reaction with 6 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

6: 100 percent / H₂ / (PPh₃)3RhCl / benzene / 36 h / 2844.39 Torr

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

Reference yield:

: 140200-05-1
tert-butyl (S)-1-(tert-butyldimethylsilyloxy)-3-oxopropan-2-yl carbamate

: 372119-55-6
(4S,5S)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-5-isopropyl-2-phenyl-4,5-dihydro-oxazole

Guidance literature:: Multi-step reaction with 5 steps

1: 5.67 g / tetrahydrofuran / 0 - 20 °C

2: NaH / tetrahydrofuran / 0 - 20 °C

3: 5.45 g / NaH / tetrahydrofuran / 0 - 20 °C

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

5: 100 percent / H₂ / (PPh₃)3RhCl / benzene / 36 h / 2844.39 Torr

With 1,3-bis-(diphenylphosphino)propane; hydrogen; sodium hydride; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; Wilkinson's catalyst; In tetrahydrofuran; benzene;
DOI:10.1021/jo015760m