(4S,5S)-4-[(tert-butyldimethylsilyloxy)methyl]-5-[(E)-3-chloroprop-1-enyl]-2-phenyl-4,5-dihydrooxazole

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Chemical Name:(4S,5S)-4-[(tert-butyldimethylsilyloxy)methyl]-5-[(E)-3-chloroprop-1-enyl]-2-phenyl-4,5-dihydrooxazole
CAS No.:1380210-59-2
Molecular Formula:C₁₉H₂₈ClNO₂Si
Molecular Weight:365.975
Hs Code.:

Synonyms:(4S,5S)-4-[(tert-butyldimethylsilyloxy)methyl]-5-[(E)-3-chloroprop-1-enyl]-2-phenyl-4,5-dihydrooxazole

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Chemical Property of (4S,5S)-4-[(tert-butyldimethylsilyloxy)methyl]-5-[(E)-3-chloroprop-1-enyl]-2-phenyl-4,5-dihydrooxazole

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Technology Process of (4S,5S)-4-[(tert-butyldimethylsilyloxy)methyl]-5-[(E)-3-chloroprop-1-enyl]-2-phenyl-4,5-dihydrooxazole

There total 4 articles about (4S,5S)-4-[(tert-butyldimethylsilyloxy)methyl]-5-[(E)-3-chloroprop-1-enyl]-2-phenyl-4,5-dihydrooxazole 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: 89.0%

: 1380210-55-8
C₁₉H₃₀ClNO₃Si

: 1380210-59-2
(4S,5S)-4-[(tert-butyldimethylsilyloxy)methyl]-5-[(E)-3-chloroprop-1-enyl]-2-phenyl-4,5-dihydrooxazole

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; 4-nitro-benzoic acid; In tetrahydrofuran; toluene; at 20 ℃; Inert atmosphere;
DOI:10.1002/ejoc.201200064

Reference yield:

: 933468-31-6
N-benzoyl-O-((tert-butyl)-dimethylsilyl)-(S)-serine methyl ester

: 1380210-59-2
(4S,5S)-4-[(tert-butyldimethylsilyloxy)methyl]-5-[(E)-3-chloroprop-1-enyl]-2-phenyl-4,5-dihydrooxazole

Guidance literature:: Multi-step reaction with 4 steps

1.1: trimethylaluminum / hexane; dichloromethane / 0.5 h / 0 - 20 °C / Inert atmosphere

1.2: 20 °C / Inert atmosphere

2.1: methyllithium / tetrahydrofuran; hexane / -78 °C / Inert atmosphere

2.2: -78 °C / Inert atmosphere

3.1: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran; ethanol / 4 h / -78 °C / Inert atmosphere

4.1: triphenylphosphine; diethylazodicarboxylate; 4-nitro-benzoic acid / tetrahydrofuran; toluene / 20 °C / Inert atmosphere

With methyllithium; trimethylaluminum; lithium tri-t-butoxyaluminum hydride; triphenylphosphine; diethylazodicarboxylate; 4-nitro-benzoic acid; In tetrahydrofuran; ethanol; hexane; dichloromethane; toluene; 4.1: Mitsunobu type reaction;
DOI:10.1002/ejoc.201200064

Reference yield:

: 933468-32-7
C₁₈H₃₀N₂O₄Si

: 1380210-59-2
(4S,5S)-4-[(tert-butyldimethylsilyloxy)methyl]-5-[(E)-3-chloroprop-1-enyl]-2-phenyl-4,5-dihydrooxazole

Guidance literature:: Multi-step reaction with 3 steps

1.1: methyllithium / tetrahydrofuran; hexane / -78 °C / Inert atmosphere

1.2: -78 °C / Inert atmosphere

2.1: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran; ethanol / 4 h / -78 °C / Inert atmosphere

3.1: triphenylphosphine; diethylazodicarboxylate; 4-nitro-benzoic acid / tetrahydrofuran; toluene / 20 °C / Inert atmosphere

With methyllithium; lithium tri-t-butoxyaluminum hydride; triphenylphosphine; diethylazodicarboxylate; 4-nitro-benzoic acid; In tetrahydrofuran; ethanol; hexane; toluene; 3.1: Mitsunobu type reaction;
DOI:10.1002/ejoc.201200064