40595-23-1

Basic information

• Product Name: 3-[(Tetrahydro-2H-pyran-2-yl)oxy]-1-butanol
• Synonyms: 3-[(Tetrahydro-2H-pyran-2-yl)oxy]-1-butanol
• CAS NO: 40595-23-1
• Molecular Formula: C₉H₁₈O₃
• Molecular Weight: 174.23742
• Mol File: 40595-23-1.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• Solubility: Dichloromethane, Ethyl Acetate
• CAS DataBase Reference: 3-[(Tetrahydro-2H-pyran-2-yl)oxy]-1-butanol(CAS DataBase Reference)
• NIST Chemistry Reference: 3-[(Tetrahydro-2H-pyran-2-yl)oxy]-1-butanol(40595-23-1)
• EPA Substance Registry System: 3-[(Tetrahydro-2H-pyran-2-yl)oxy]-1-butanol(40595-23-1)

Safety Data

• Hazardous Substances Data: 40595-23-1(Hazardous Substances Data)

Usage

Chemical Properties

Clear Oil

Uses

3-[(Tetrahydro-2H-pyran-2-yl)oxy]-1-butanol (cas# 40595-23-1) is a compound useful in organic synthesis.

Upstream product

• 79016-08-3 ethyl (R)-β-tetrahydropyranyloxybutyrate 
• 110-87-2 3,4-dihydro-2H-pyran 
• 77564-41-1 (R)-1,3-butanediol 1-benzyl ether 3-THP ether 
• 18826-95-4 1.3-butanediol 
• 104372-23-8 ethyl 3-(tetrahydropyranyloxypropyl)butanoate 
• 121652-34-4 3-(tetrahydro-pyran-2-yloxy)-butyric acid methyl ester 

Downstream Products

• 77564-43-3 (R)-3-<(tetrahydro-2H-pyranyl)oxy>butyl p-toluenesulfonate 

Relevant articles and documents

A facile total synthesis of neurotrophic metabolite (+/-)-neuchromenin

The synthesis of (+/-)-neuchromenin, a known natural product that induces neurite outgrowth of PC12 cells, is described. The total synthesis involved constructing a chromone ring from sesamol and coupling this intermediate to an aldehyde by a Morita-Baylis-Hillman reaction (MBH). The MBH adduct was cyclized under acidic conditions followed by removal of a methylene group to afford (+/-)-neuchromenin in 9 steps from sesamol.

Asymmetric addition of an electrophile to naphthalenes promoted and stereodirected by alcohol

4-Phenyl-1,2,4-triazoline-3,5-dione (PTAD) reacts with 1-methoxy-4-methylnaphthalene to give the 1,4-addition product in the presence of methanol; the reaction does not proceed in the absence of the alcohol. Methoxy exchange (with CD3OD) was al

Substrate structure and incubation-parameter-dependent selectivities in chiral discrimination of galactopyranosides by β-galactosidase hydrolysis

Mono-β-galactopyranosides of (+/-)-propane-1,2-diol, (+/-)-butane-1,3-diol, (+/-)-pentane-1,4-diol, (+/-)-butan-2-ol, (+/-)-pentan-2-ol and (+/-)-1,2-O-isopropylideneglycerol were synthesized by the Koenigs-Knorr reaction using hydroxycarbonyl compounds as precursors for the diolic substrates.Hydrolysis of 3-hydroxybutyl β-D-galactopyranoside 18 by β-galactosidases from Eschrichia coli, Aspergillus oryzae, Kluyveromyces lactis and Bacillus circulans, respectively, resulted in each case in an enantiomeric enrichment of the released diol.This was most significant with the E. coli enzyme and and increased with higher reaction temperature and shorter incubation periods.Under standartized conditions, cleavage of all synthesized galactopyranosides by this enzyme showed the highest stereoselectivity for butane-1,3-diol, butan-2-ol and isopropylideneglycerol with enantiomeric excesses in the range 60-75percent.For compounds with structural similarity to the natural substrate lactose, enhanced stereodiscriminations were expected.However, this could not be confirmed and instead a specific hydrophobic interaction is suggested to play a crucial role.