(2R,3S)-3-benzyloxymethoxy-4-(tert-butyldimethylsilyloxy)-2-methylbutanal

Base Information

Chemical Name:(2R,3S)-3-benzyloxymethoxy-4-(tert-butyldimethylsilyloxy)-2-methylbutanal
CAS No.:113494-91-0
Molecular Formula:C₁₉H₃₂O₄Si
Molecular Weight:352.546
Hs Code.:

Synonyms:(2R,3S)-3-benzyloxymethoxy-4-(tert-butyldimethylsilyloxy)-2-methylbutanal

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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)-3-benzyloxymethoxy-4-(tert-butyldimethylsilyloxy)-2-methylbutanal

Chemical Property:

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Technology Process of (2R,3S)-3-benzyloxymethoxy-4-(tert-butyldimethylsilyloxy)-2-methylbutanal

There total 6 articles about (2R,3S)-3-benzyloxymethoxy-4-(tert-butyldimethylsilyloxy)-2-methylbutanal 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: 97.0%

: 162584-14-7
(2R,3S)-3-benzyloxymethoxy-4-(tert-butyldimethylsilyloxy)-2-methylbutanol

: 113494-91-0
(2R,3S)-3-benzyloxymethoxy-4-(tert-butyldimethylsilyloxy)-2-methylbutanal

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; 1.) -78 deg C, 5 min, 2.) -78 deg C -> room temperature;

Reference yield:

: 162584-13-6
methyl (2R,3S)-3-benzyloxymethoxy-4-(tert-butyldimethylsilyloxy)-2-methylbutanoate

: 113494-91-0
(2R,3S)-3-benzyloxymethoxy-4-(tert-butyldimethylsilyloxy)-2-methylbutanal

Guidance literature:: With diisobutylaluminium hydride; Yield given. Multistep reaction; 1) THF, 25 deg C, 16 h; 2) DMSO;
DOI:10.1039/c39870000992

Reference yield:

: 113494-89-6
methyl (S)-4-<(1,1-dimethylethyl)dimethylsiloxy>-3-hydroxybutanoate

: 113494-91-0
(2R,3S)-3-benzyloxymethoxy-4-(tert-butyldimethylsilyloxy)-2-methylbutanal

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) LDA, 2.) TMEDA / 1.) THF, -50 deg C -> -10 deg C, 2.) -70 deg C, 4 h

2: 92 percent / i-Pr₂NEt, DMAP / CH₂Cl₂ / 60 h / Ambient temperature

3: 94 percent / DIBAL-H / tetrahydrofuran; hexane / -25 °C

4: 97 percent / DMSO, oxalyl chloride / CH₂Cl₂ / 1.) -78 deg C, 5 min, 2.) -78 deg C -> room temperature

With dmap; oxalyl dichloride; N,N,N,N,-tetramethylethylenediamine; diisobutylaluminium hydride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane;