(2S,3S)-2-tert-butyldimethylsilyloxy-3,5-bis(4-methoxyphenyl)-5-oxopentanal

Base Information

Chemical Name:(2S,3S)-2-tert-butyldimethylsilyloxy-3,5-bis(4-methoxyphenyl)-5-oxopentanal
CAS No.:289503-63-5
Molecular Formula:C₂₅H₃₄O₅Si
Molecular Weight:442.627
Hs Code.:

Synonyms:(2S,3S)-2-tert-butyldimethylsilyloxy-3,5-bis(4-methoxyphenyl)-5-oxopentanal

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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 (2S,3S)-2-tert-butyldimethylsilyloxy-3,5-bis(4-methoxyphenyl)-5-oxopentanal

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Technology Process of (2S,3S)-2-tert-butyldimethylsilyloxy-3,5-bis(4-methoxyphenyl)-5-oxopentanal

There total 7 articles about (2S,3S)-2-tert-butyldimethylsilyloxy-3,5-bis(4-methoxyphenyl)-5-oxopentanal 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: 94.0%

: 289628-48-4
(4S,5S)-4-tert-butyldimethylsilyloxy-1,2,3-trihydroxy-1,5-bis(4-methoxyphenyl)cyclohexane

: 289503-63-5
(2S,3S)-2-tert-butyldimethylsilyloxy-3,5-bis(4-methoxyphenyl)-5-oxopentanal

Guidance literature:: With sodium periodate; In methanol; water; at 20 ℃; for 2.5h;
DOI:10.3987/COM-00-8907

Reference yield:

: 13139-86-1
4-methoxyphenyl magnesium bromide

: 289503-63-5
(2S,3S)-2-tert-butyldimethylsilyloxy-3,5-bis(4-methoxyphenyl)-5-oxopentanal

Guidance literature:: Multi-step reaction with 5 steps

1: CuCN / diethyl ether / 0.5 h / -20 °C

2: 70 percent / imidazole / CH₂Cl₂ / 24 h / 20 °C

3: 66 percent / tetrahydrofuran / 3.5 h / 20 °C

4: 70 percent / OsO₄; NMO / acetonitrile; H₂O / 43 h / 20 °C

5: 94 percent / NaIO₄ / methanol; H₂O / 2.5 h / 20 °C

With 1H-imidazole; sodium periodate; osmium(VIII) oxide; N-methyl-2-indolinone; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; acetonitrile; 1: Grignard reaction / 2: Etherification / 3: Grignard reaction / 4: Oxidation / 5: Oxidation;
DOI:10.3987/COM-00-8907

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 289503-63-5
(2S,3S)-2-tert-butyldimethylsilyloxy-3,5-bis(4-methoxyphenyl)-5-oxopentanal

Guidance literature:: Multi-step reaction with 4 steps

1: 70 percent / imidazole / CH₂Cl₂ / 24 h / 20 °C

2: 66 percent / tetrahydrofuran / 3.5 h / 20 °C

3: 70 percent / OsO₄; NMO / acetonitrile; H₂O / 43 h / 20 °C

4: 94 percent / NaIO₄ / methanol; H₂O / 2.5 h / 20 °C

With 1H-imidazole; sodium periodate; osmium(VIII) oxide; N-methyl-2-indolinone; In tetrahydrofuran; methanol; dichloromethane; water; acetonitrile; 1: Etherification / 2: Grignard reaction / 3: Oxidation / 4: Oxidation;
DOI:10.3987/COM-00-8907