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

Base Information

Chemical Name:(2S,3R,4S)-4-(4-(benzyloxy)-3-methoxyphenyl)-4-((tert-butyldimethylsilyl)oxy)-2,3-dimethylbutanal
CAS No.:1310802-67-5
Molecular Formula:C₂₆H₃₈O₄Si
Molecular Weight:442.671
Hs Code.:

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

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

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

There total 8 articles about (2S,3R,4S)-4-(4-(benzyloxy)-3-methoxyphenyl)-4-((tert-butyldimethylsilyl)oxy)-2,3-dimethylbutanal 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: 83.0%

: 1310802-60-8
(2S,3R,4S)-4-(4-(benzyloxy)-3-methoxyphenyl)-4-((tert-butyldimethylsilyl)oxy)-2,3-dimethylbutan-1-ol

: 1310802-67-5
(2S,3R,4S)-4-(4-(benzyloxy)-3-methoxyphenyl)-4-((tert-butyldimethylsilyl)oxy)-2,3-dimethylbutanal

Guidance literature:: With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 15h;
DOI:10.1016/j.tetlet.2011.03.154

Reference yield:

: 954114-83-1
(2R,3S)-3-(4-(benzyloxy)-3-methoxyphenyl)-3-((tert-butyldimethylsilyl)oxy)-2-methylpropan-1-ol

: 1310802-67-5
(2S,3R,4S)-4-(4-(benzyloxy)-3-methoxyphenyl)-4-((tert-butyldimethylsilyl)oxy)-2,3-dimethylbutanal

Guidance literature:: Multi-step reaction with 6 steps

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

2.1: tetrahydrofuran / 3 h / 0 °C

3.1: Dess-Martin periodane / dichloromethane / 15 h / 20 °C

4.1: tetrahydrofuran; toluene / 5 h / -40 °C

5.1: 9-bora-bicyclo[3.3.1]nonane / tetrahydrofuran / 5 h / 0 - 20 °C

5.2: 2 h

6.1: Dess-Martin periodane / dichloromethane / 15 h / 20 °C

With Dess-Martin periodane; 9-bora-bicyclo[3.3.1]nonane; In tetrahydrofuran; dichloromethane; toluene; 1.1: Dess-Martin oxidation / 2.1: Grignard reaction / 3.1: Dess-Martin oxidation / 6.1: Dess-Martin oxidation;
DOI:10.1016/j.tetlet.2011.03.154

Reference yield:

C₂₅H₃₈O₄Si: 1310802-64-2
C₂₅H₃₈O₄Si

: 1310802-67-5
(2S,3R,4S)-4-(4-(benzyloxy)-3-methoxyphenyl)-4-((tert-butyldimethylsilyl)oxy)-2,3-dimethylbutanal

Guidance literature:: Multi-step reaction with 4 steps

1.1: Dess-Martin periodane / dichloromethane / 15 h / 20 °C

2.1: tetrahydrofuran; toluene / 5 h / -40 °C

3.1: 9-bora-bicyclo[3.3.1]nonane / tetrahydrofuran / 5 h / 0 - 20 °C

3.2: 2 h

4.1: Dess-Martin periodane / dichloromethane / 15 h / 20 °C

With Dess-Martin periodane; 9-bora-bicyclo[3.3.1]nonane; In tetrahydrofuran; dichloromethane; toluene; 1.1: Dess-Martin oxidation / 4.1: Dess-Martin oxidation;
DOI:10.1016/j.tetlet.2011.03.154