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(R)-Tetrahydrofurfuryl-Alkohol
≥98.0% (sum of enantiomers, GC)
Synonym(e):
(R)-Tetrahydrofuran-2-methanol
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About This Item
Empirische Formel (Hill-System):
C5H10O2
CAS-Nummer:
Molekulargewicht:
102.13
Beilstein:
79846
MDL-Nummer:
UNSPSC-Code:
12352005
PubChem Substanz-ID:
NACRES:
NA.22
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Assay
≥98.0% (sum of enantiomers, GC)
Form
liquid
Optische Reinheit
enantiomeric ratio: ≥97:3% (GC)
bp
178 °C (lit.)
Dichte
1.054 g/mL at 20 °C (lit.)
Funktionelle Gruppe
ether
hydroxyl
SMILES String
OC[C@H]1CCCO1
InChI
1S/C5H10O2/c6-4-5-2-1-3-7-5/h5-6H,1-4H2/t5-/m1/s1
InChIKey
BSYVTEYKTMYBMK-RXMQYKEDSA-N
Anwendung
(R)-Tetrahydrofurfuryl alcohol can be used:
- To prepare (R)-tetrahydrofurfuryl aldehyde, which is employed as a building block to synthesize a fragment of pectenotoxin-4.[1]
- As a starting material to synthesize naftidrofuryl isomers, used as potent 5-hydroxytryptamine 2A receptor antagonists.[2]
- As a building block for the preparation of (S)-2-tetrahydrofuran methyl ether 6-fluorophenyl ether analog, as an IGF-1R inhibitor.[3]
Signalwort
Warning
H-Sätze
Gefahreneinstufungen
Eye Irrit. 2
Lagerklassenschlüssel
10 - Combustible liquids
WGK
WGK 3
Flammpunkt (°F)
Not applicable
Flammpunkt (°C)
Not applicable
Persönliche Schutzausrüstung
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
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Rhodium-catalysed vinyl 1, 4-conjugate addition coupled with Sharpless asymmetric dihydroxylation in the synthesis of the CDE ring fragment of pectenotoxin-4
Richardson MSW, et al.
Chemical Science, 10(25), 6336-6340 (2019)
Practical access to four stereoisomers of naftidrofuryl and their binding affinity towards 5-hydroxytryptamine 2A receptor
Hao J, et al.
Bioorganic & Medicinal Chemistry Letters, 22(10), 3441-3444 (2012)
Optimisation of a 5-[3-phenyl-(2-cyclic-ether)-methyl-ether]-4-aminopyrrolopyrimidine series of IGF-1R inhibitors
Fairhurst RA, et al.
Bioorganic & medicinal chemistry letters, 26(8), 2057-2064 (2016)
S M Bellm et al.
The Journal of chemical physics, 136(24), 244301-244301 (2012-07-05)
Cross section data for electron scattering from DNA are important for modelling radiation damage in biological systems. Triply differential cross sections for the electron impact ionization of the highest occupied outer valence orbital of tetrahydrofurfuryl alcohol, which can be considered
G Zarnt et al.
Journal of bacteriology, 183(6), 1954-1960 (2001-02-27)
The quinohemoprotein tetrahydrofurfuryl alcohol dehydrogenase (THFA-DH) from Ralstonia eutropha strain Bo was investigated for its catalytic properties. The apparent k(cat)/K(m) and K(i) values for several substrates were determined using ferricyanide as an artificial electron acceptor. The highest catalytic efficiency was
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