93553-66-3

Basic information

• Product Name: 1-(benzyloxy)but-3-en-2-ol
• Synonyms: 1-(benzyloxy)but-3-en-2-ol
• CAS NO: 93553-66-3
• Molecular Weight: 178.231
• Mol File: 93553-66-3.mol
• Article Data: 49

Chemical Properties

• CAS DataBase Reference: 1-(benzyloxy)but-3-en-2-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(benzyloxy)but-3-en-2-ol(93553-66-3)
• EPA Substance Registry System: 1-(benzyloxy)but-3-en-2-ol(93553-66-3)

Safety Data

• Hazardous Substances Data: 93553-66-3(Hazardous Substances Data)

Usage

Molecular weight

204.26 g/mol

Physical state

White crystalline powder

Structure

Consists of a butenol group with a benzyl ether substituent

Aromatic properties

Exhibits aromatic characteristics due to the presence of the benzyl group

Aliphatic properties

Contains an aliphatic butenol group

Organic synthesis

Acts as a versatile building block for the synthesis of various organic compounds

Pharmaceutical research

Used in the development of pharmaceuticals and biologically active compounds

Fragrances

Utilized in the production of fragrances

Flavors

Employed in the creation of flavors

Fine chemicals

Used in the production of other fine chemicals

Solubility

Not mentioned in the material provided, but generally soluble in organic solvents like ethanol, methanol, and dichloromethane

Stability

Not mentioned in the material provided, but generally stable under normal conditions

Reactivity

Not mentioned in the material provided, but may react with various reagents due to its functional groups (alcohol and ether)

Upstream product

• 60656-87-3 benzyloxyacetoaldehyde 
• 1826-67-1 vinyl magnesium bromide 
• 93553-65-2 (Z)-4-benzyloxybut-2-enyl phenyl sulfoxide 
• 497-06-3 3,4-butenediol 
• 3282-30-2 pivaloyl chloride 
• 100-39-0 benzyl bromide 
• 2930-05-4 Benzyloxymethyl-oxiran 
• 2181-42-2 trimethylsulphonium iodide 
• 15028-56-5 4-(benzyloxymethyl)-2,2-dimethyl-1,3-dioxolane 
• 81028-03-7 (Z)-4-benzyloxy-but-2-en-1-ol 
• 119046-51-4 (2S,3S,4S)-1-O-benzyl-3,4-epoxy-4-(trimethylsilyl)butane-1,2-diol 
• 117821-04-2 (R)-4-Benzyloxy-3-hydroxybutyl methyl sulfoxide 
• 113426-91-8 cis-4-benzyloxy-2,3-epoxybutyl tosylate 
• 108-05-4 vinyl acetate 

Downstream Products

• 127505-64-0 2-(S)-N-phthalimido-3-buten-1-yl benzyl ether 
• 119888-95-8 3-Benzenesulfonyl-propionic acid 1-benzyloxymethyl-allyl ester 
• 72229-15-3 (R)-2-(benzyloxy)-1-((S)-oxiran-2-yl)ethanol 
• 93553-66-3 (2R)-1-(benzyloxy)but-3-en-2-ol 
• 72229-13-1 (2R,3R)-1-benzyloxy-3,4-epoxy-2-butanol 
• 114826-56-1 ((R)-1-Benzyloxymethyl-allyloxy)-tert-butyl-dimethyl-silane 
• 78469-89-3 (2S,3R)-1-benzyloxy-3,4-epoxy-2-butanol 
• 142204-63-5 (2S)-3-benzoyloxy-4-benzyloxy-1-butene 
• 191419-69-9 1-(benzyloxy)-2-[(azidocarbonyl)oxy]-3-butene 
• 109613-59-4 (S)-1-(benzyloxy)but-3-en-2-ol 
• 233670-05-8 (R)-1-(benzyloxy)but-3-en-2-yl acetate 
• 219674-23-4 (R)-1-(benzyloxymethyl)allyl N-(tert-butyloxycarbonyl)-(S)-alanylglycinate 
• 661490-54-6 ((R)-1-Benzyloxymethyl-allyloxy)-acetic acid 
• 638165-80-7 C₂₅H₃₈N₂O₇S 

Relevant articles and documents

Regio- and stereospecific alkyl and alkynyl substitution reactions of epoxy selenides with organoaluminums via episelenonium ions

Regio- and stereospecific alkyl and alkynyl substitution reactions of epoxy selenides with organoaluminum reagents have been developed, which proceed via episelenonium ion intermediates to give the C2 alkyl substitution products with double inversion of t

Total Synthesis of the Echinodermatous Ganglioside LLG-3 Possessing the Biological Function of Promoting the Neurite Outgrowth

A total synthesis of echinodermatous ganglioside LLG-3 with neuritogenic activity was accomplished by a convergent strategy. The synthesis of 2-hydroxyethyl 8-O-Me-α-sialoside 2 was started from the phenyl 7,8-di-O-Pico-thiosialoside 5, which can be chemoselectively removed the picoloyl group, and then the methyl group in 8-O-MeNeu5Ac moiety was chemoselectively prepared using TMSCHN2/FeCl3. For preparation of the terminal disialic unit, oxidative amidation was initially utilized by our group to efficiently construct the α(2,11) linkage of 8-O-Me-Neu5Acα(2,11)Neu5Gc. Herein, we also demonstrate that the synthesized ganglioside LLG-3 exhibited the neuritogenic activity toward the primary cortical neurons and that biological activity is superior to that of ganglioside DSG-A.

Copper(I)-Catalyzed Stereo- and Chemoselective Borylative Radical Cyclization of Alkyl Halides Bearing an Alkene Moiety

The stereoselective borylative radical cyclization of alkyl halides containing an alkene moiety was developed using a copper(I)/diboron catalyst system. The optimized reaction conditions allowed us to control the chemoselectivity between the allylic substitution and the borylative radical cyclization. The borylation products were subsequently converted to highly functionalized organic compounds by derivatization of the newly formed C-B bond. This borylative radical cyclization offers a novel methodology for the stereoselective synthesis of various heterocyclic compounds.