943329-69-9

Basic information

• Product Name: (2S,3S)-4-(benzyloxy)-1-[(tert-butyldimethylsilyl)oxy]-2-methylbutane-2,3-diol
• Synonyms: (2S,3S)-4-(benzyloxy)-1-[(tert-butyldimethylsilyl)oxy]-2-methylbutane-2,3-diol
• CAS NO: 943329-69-9
• Molecular Weight: 340.535
• Mol File: 943329-69-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (2S,3S)-4-(benzyloxy)-1-[(tert-butyldimethylsilyl)oxy]-2-methylbutane-2,3-diol(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,3S)-4-(benzyloxy)-1-[(tert-butyldimethylsilyl)oxy]-2-methylbutane-2,3-diol(943329-69-9)
• EPA Substance Registry System: (2S,3S)-4-(benzyloxy)-1-[(tert-butyldimethylsilyl)oxy]-2-methylbutane-2,3-diol(943329-69-9)

Safety Data

• Hazardous Substances Data: 943329-69-9(Hazardous Substances Data)

Upstream product

• 126177-95-5 (4S)-4-[(benzyloxy)methyl]-2,2-dimethyl-1,3-dioxan-5-one 
• 3587-60-8 Benzyloxymethyl chloride 
• 943329-67-7 (3R)-4-(benzyloxy)-1-[(tert-butyldimethylsilyl)oxy]-2-methylenebutan-3-ol 
• 943329-66-6 (3R)-4-(benzyloxy)-2-methylenebutane-1,3-diol 
• 943329-65-5 (4R)-4-[(benzyloxy)methyl]-2,2-dimethyl-5-methylene-1,3-dioxane 
• 943329-68-8 (1S)-2-(benzyloxy)-1-[(2S)-2-{[(tert-butyldimethylsilyl)oxy]methyl}oxiran-2-yl]ethanol 

Downstream Products

• 503473-27-6 (2S,3S)-4-(benzyloxy)-2-methylbutane-1,2,3-triol 
• 42933-13-1 (2S,3S)-2-methylbutane-1,2,3,4-tetraol 

Relevant articles and documents

Asymmetric synthesis of (S,S)- and (R,R)-2-methylthreitol

The asymmetric synthesis of (S,S)- and (R,R)-2-methylthreitol was carried out, starting from the SAMP or RAMP hydrazone of 2,2-dimethyl-1,3-dioxan-5-one. The protocol involves an enantioselective α-alkylation as a key step. The second stereogenic center was installed by either nucleophilic 1,2-addition or diastereoselective epoxidation with bis(acetylacetonato)oxovanadium(IV) [VO(acac)2] as catalyst. The title compounds were obtained in excellent diastereo- and enantiomeric excesses (≥98% de, 98% ee) and in good overall yields (40-61%). Georg Thieme Verlag Stuttgart.