(2R,3S,4E)-3-[(tert-butyldimethylsilyl)oxy]-2-methyl-5-phenylpent-4-enal

Base Information

Chemical Name:(2R,3S,4E)-3-[(tert-butyldimethylsilyl)oxy]-2-methyl-5-phenylpent-4-enal
CAS No.:890409-89-9
Molecular Formula:C₁₈H₂₈O₂Si
Molecular Weight:304.505
Hs Code.:

Synonyms:(2R,3S,4E)-3-[(tert-butyldimethylsilyl)oxy]-2-methyl-5-phenylpent-4-enal

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2R,3S,4E)-3-[(tert-butyldimethylsilyl)oxy]-2-methyl-5-phenylpent-4-enal

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Technology Process of (2R,3S,4E)-3-[(tert-butyldimethylsilyl)oxy]-2-methyl-5-phenylpent-4-enal

There total 11 articles about (2R,3S,4E)-3-[(tert-butyldimethylsilyl)oxy]-2-methyl-5-phenylpent-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: 87.0%

: 387822-00-6
(2S,3S,4E)-3-[(tert-butyldimethylsilyl)oxy]-2-methyl-5-phenylpent-4-en-1-ol

: 890409-89-9
(2R,3S,4E)-3-[(tert-butyldimethylsilyl)oxy]-2-methyl-5-phenylpent-4-enal

Guidance literature:: With pyridine; Dess-Martin periodane; In dichloromethane; at 20 ℃; for 7h;
DOI:10.1135/cccc20051696

Reference yield: 82.0%

: C₂₈H₃₇NO₂S₂Si

: 890409-89-9
(2R,3S,4E)-3-[(tert-butyldimethylsilyl)oxy]-2-methyl-5-phenylpent-4-enal

Guidance literature:: With diisobutylaluminium hydride; In hexane; dichloromethane; at -78 ℃; for 0.833333h;
DOI:10.1016/j.bmc.2010.03.003

Reference yield:

: 387821-98-9
(R)-4-benzyl-3-((2R,3S,E)-3-hydroxy-2-methyl-5-phenylpent-4-enoyl)oxazolidin-2-one

: 890409-89-9
(2R,3S,4E)-3-[(tert-butyldimethylsilyl)oxy]-2-methyl-5-phenylpent-4-enal

Guidance literature:: Multi-step reaction with 3 steps

1: 87 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / 0 °C

2: 86 percent / LiBH₄ / methanol; tetrahydrofuran / 2 h / 0 °C

3: DMSO; oxalyl chloride; Et₃N / CH₂Cl₂ / 0.67 h / -78 °C

With 2,6-dimethylpyridine; lithium borohydride; oxalyl dichloride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; methanol; dichloromethane; 3: Swern oxidation;
DOI:10.1021/jo047732k