119180-87-9

Basic information

• Product Name: (2S,3E)-1-(benzyloxy)-4-(trimethylsilyl)but-3-en-2-ol
• Synonyms: (2S,3E)-1-(benzyloxy)-4-(trimethylsilyl)but-3-en-2-ol
• CAS NO: 119180-87-9
• Molecular Weight: 250.413
• Mol File: 119180-87-9.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (2S,3E)-1-(benzyloxy)-4-(trimethylsilyl)but-3-en-2-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,3E)-1-(benzyloxy)-4-(trimethylsilyl)but-3-en-2-ol(119180-87-9)
• EPA Substance Registry System: (2S,3E)-1-(benzyloxy)-4-(trimethylsilyl)but-3-en-2-ol(119180-87-9)

Safety Data

• Hazardous Substances Data: 119180-87-9(Hazardous Substances Data)

Upstream product

• 119046-49-0 (E)-1-Benzyloxy-4-trimethylsilanyl-but-3-en-2-ol 
• 60656-87-3 benzyloxyacetoaldehyde 
• 133319-87-6 (3S)-4-benzyloxy-3-hydroxy-1-trimethylsilyl-1-butyne 
• 119046-45-6 (+/-)-4-benzyloxy-3-hydroxy-1-trimethylsilyl-1-butyne 
• 54655-07-1 lithium trimethylsilylacetylenide 
• 14593-43-2 benzyl allyl ether 

Downstream Products

• 120575-87-3 (R)-2-Benzyloxy-1-((2R,3R)-3-trimethylsilanyl-oxiranyl)-ethanol 
• 1167988-47-7 (2S,3E)-1-(benzyloxy)-4-(trimethylsilyl)but-3-en-2-yl (benzyloxy)acetate 
• 120505-34-2 (R)-3-Benzyloxy-2-methoxymethoxy-propionaldehyde 
• 120505-35-3 (R)-3-Benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-propionaldehyde 
• 114826-56-1 ((S)-1-Benzyloxymethyl-allyloxy)-tert-butyl-dimethyl-silane 
• 78469-92-8 (2R,3S)-1-benzyloxy-3,4-epoxy-2-(1'-methoxy-1'-methylaethoxy)-butan 
• 109613-59-4 (S)-1-(benzyloxy)but-3-en-2-ol 

Relevant articles and documents

Asymmetric de novo synthesis of fluorinated d-glucitol and d-mannitol analogues

A highly efficient anti-SE2′ electrophilic fluorination of enantioenriched allylsilanes a subsequent dihydroxylation of the resulting allylic fluorides were used as key steps for the synthesis of three fluorinated carbohydrate analogues, 1,5-di-O-benzyl-2-deoxy-2-fluoro-d-glucitol, 2,6-di-O-benzyl-5-deoxy-5-fluoro-l-glucitol and 1,5-di-O-benzyl-2-deoxy-2-fluoro-d-mannitol. A new catalytic asymmetric route to 1-benzyloxy-4-trimethylsilyl-but-3-yn-2-ol, a common precursor to two advanced allylsilanes, is also described featuring a Noyori asymmetric transfer hydrogenation reaction.

A Practical Synthesis of Several Polyhydroxylated Chiral Building Blocks

A practical method for the synthesis of several useful polyhydroxylated chiral building blocks has been developed.The key reaction is the kinetic resolution of (E)-1-trimethylsilyl-4-alkoxy-1-buten-3-ol or (E)-1-trimethylsilyl-5-alkoxy-1-penten-3-ol using the Sharpless asymmetric epoxidation reaction.