(2S,3S)-3-(4-(benzyloxy)-3-methoxyphenyl)-3-((tert-butyldimethylsilyl)oxy)-2-methylpropanal

Base Information

• Chemical Name: (2S,3S)-3-(4-(benzyloxy)-3-methoxyphenyl)-3-((tert-butyldimethylsilyl)oxy)-2-methylpropanal
• CAS No.: 1310802-63-1
• Molecular Formula: C₂₄H₃₄O₄Si
• Molecular Weight: 414.617
• Mol file: 1310802-63-1.mol

Synonyms:(2S,3S)-3-(4-(benzyloxy)-3-methoxyphenyl)-3-((tert-butyldimethylsilyl)oxy)-2-methylpropanal

Chemical Property of (2S,3S)-3-(4-(benzyloxy)-3-methoxyphenyl)-3-((tert-butyldimethylsilyl)oxy)-2-methylpropanal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3S)-3-(4-(benzyloxy)-3-methoxyphenyl)-3-((tert-butyldimethylsilyl)oxy)-2-methylpropanal

There total 4 articles about (2S,3S)-3-(4-(benzyloxy)-3-methoxyphenyl)-3-((tert-butyldimethylsilyl)oxy)-2-methylpropanal 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: 88.0%

(2R,3S)-3-(4-(benzyloxy)-3-methoxyphenyl)-3-((tert-butyldimethylsilyl)oxy)-2-methylpropan-1-ol (954114-83-1) → (2S,3S)-3-(4-(benzyloxy)-3-methoxyphenyl)-3-((tert-butyldimethylsilyl)oxy)-2-methylpropanal (1310802-63-1)

Guidance literature:

With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 26h;

DOI:10.1016/j.tetlet.2011.03.154

Reference yield:

(S)-4-benzyl-3-((2S,3S)-3-(4-(benzyloxy)-3-methoxyphenyl)-3-hydroxy-2-methylpropanoyl)oxazolidin-2-one (1310802-58-4) → (2S,3S)-3-(4-(benzyloxy)-3-methoxyphenyl)-3-((tert-butyldimethylsilyl)oxy)-2-methylpropanal (1310802-63-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 1H-imidazole / N,N-dimethyl-formamide / 13 h / 20 °C

2: sodium tetrahydroborate / tetrahydrofuran; methanol; water / 3 h / 20 °C

3: Dess-Martin periodane / dichloromethane / 26 h / 20 °C

With 1H-imidazole; sodium tetrahydroborate; Dess-Martin periodane; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; 3: Dess-Martin oxidation;

DOI:10.1016/j.tetlet.2011.03.154

Reference yield:

C34H43NO6Si (1310802-62-0) → (2S,3S)-3-(4-(benzyloxy)-3-methoxyphenyl)-3-((tert-butyldimethylsilyl)oxy)-2-methylpropanal (1310802-63-1)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium tetrahydroborate / tetrahydrofuran; methanol; water / 3 h / 20 °C

2: Dess-Martin periodane / dichloromethane / 26 h / 20 °C

With sodium tetrahydroborate; Dess-Martin periodane; In tetrahydrofuran; methanol; dichloromethane; water; 2: Dess-Martin oxidation;

DOI:10.1016/j.tetlet.2011.03.154

upstream raw materials:

(2R,3S)-3-(4-(benzyloxy)-3-methoxyphenyl)-3-((tert-butyldimethylsilyl)oxy)-2-methylpropan-1-ol

(S)-4-benzyl-3-((2S,3S)-3-(4-(benzyloxy)-3-methoxyphenyl)-3-hydroxy-2-methylpropanoyl)oxazolidin-2-one

C₃₄H₄₃NO₆Si

3-methoxy-4-(phenylmethoxy)benzaldehyde

Downstream raw materials:

C₂₀H₂₄O₃

C₃₀H₃₁F₃O₅

(2S,3R,4S)-4-(4-(benzyloxy)-3-methoxyphenyl)-4-((tert-butyldimethylsilyl)oxy)-2,3-dimethylbutan-1-ol

(2S,3R,4S)-4-(4-(benzyloxy)-3-methoxyphenyl)-4-((tert-butyldimethylsilyl)oxy)-2,3-dimethylbutanal