(2S,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-((S)-2-phenyl-4,5-dihydro-oxazol-4-yl)-pent-4-enal

Base Information

• Chemical Name: (2S,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-((S)-2-phenyl-4,5-dihydro-oxazol-4-yl)-pent-4-enal
• CAS No.: 103980-76-3
• Molecular Formula: C₂₀H₂₉NO₃Si
• Molecular Weight: 359.541

Synonyms:(2S,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-((S)-2-phenyl-4,5-dihydro-oxazol-4-yl)-pent-4-enal

Chemical Property of (2S,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-((S)-2-phenyl-4,5-dihydro-oxazol-4-yl)-pent-4-enal

Chemical Property:

Purity/Quality:

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Technology Process of (2S,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-((S)-2-phenyl-4,5-dihydro-oxazol-4-yl)-pent-4-enal

There total 4 articles about (2S,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-((S)-2-phenyl-4,5-dihydro-oxazol-4-yl)-pent-4-enal 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:

(2S,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-((S)-2-phenyl-4,5-dihydro-oxazol-4-yl)-pent-4-enethioic acid S-tert-butyl ester (103959-46-2) → (2S,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-((S)-2-phenyl-4,5-dihydro-oxazol-4-yl)-pent-4-enal (103980-76-3)

Guidance literature:

With diisobutylaluminium hydride; In toluene; at -78 ℃;

DOI:10.1021/jo00369a047

Reference yield:

2-phenyl-4(S)-<2-((2-methyl-2-propyl)thio)-2-oxoethyl>-2-oxazoline (102614-13-1) → (2S,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-((S)-2-phenyl-4,5-dihydro-oxazol-4-yl)-pent-4-enal (103980-76-3)

Guidance literature:

Multi-step reaction with 2 steps

2: Dibal / toluene / -78 °C

With diisobutylaluminium hydride; In toluene;

DOI:10.1021/jo00369a047

Reference yield:

t-butyldimethylsiyl triflate (69739-34-0) → (2S,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-((S)-2-phenyl-4,5-dihydro-oxazol-4-yl)-pent-4-enal (103980-76-3)

Guidance literature:

Multi-step reaction with 2 steps

2: Dibal / toluene / -78 °C

With diisobutylaluminium hydride; In toluene;

DOI:10.1021/jo00369a047

upstream raw materials:

t-butyldimethylsiyl triflate

(2S,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-((S)-2-phenyl-4,5-dihydro-oxazol-4-yl)-pent-4-enethioic acid S-tert-butyl ester

2-phenyl-4(S)-<2-((2-methyl-2-propyl)thio)-2-oxoethyl>-2-oxazoline

Downstream raw materials:

(S)-4-[(1S,2S)-1-[(R)-2-Benzyloxymethoxy-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-2-(tert-butyl-dimethyl-silanyloxy)-but-3-enyl]-2-phenyl-4,5-dihydro-oxazole

C₃₈H₆₂NO₁₁PSi₂

[(4S,5S,6R)-7-Benzyloxymethoxy-4,6-bis-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-5-(2-phenyl-oxazol-4-yl)-heptyl]-phosphonic acid dimethyl ester

4-[(1S,2S)-1-[(R)-2-Benzyloxymethoxy-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-2-(tert-butyl-dimethyl-silanyloxy)-but-3-enyl]-2-phenyl-oxazole

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