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Merck

89095

Sigma-Aldrich

(R)-四氢糠醇

≥98.0% (sum of enantiomers, GC)

别名:

(R)-四氢呋喃甲醇

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About This Item

经验公式(希尔记法):
C5H10O2
CAS号:
分子量:
102.13
Beilstein:
79846
MDL编号:
UNSPSC代码:
12352005
PubChem化学物质编号:
NACRES:
NA.22

方案

≥98.0% (sum of enantiomers, GC)

表单

liquid

光学纯度

enantiomeric ratio: ≥97:3% (GC)

沸点

178 °C (lit.)

密度

1.054 g/mL at 20 °C (lit.)

官能团

ether
hydroxyl

SMILES字符串

OC[C@H]1CCCO1

InChI

1S/C5H10O2/c6-4-5-2-1-3-7-5/h5-6H,1-4H2/t5-/m1/s1

InChI key

BSYVTEYKTMYBMK-RXMQYKEDSA-N

应用

(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.
  • As a starting material to synthesize naftidrofuryl isomers, used as potent 5-hydroxytryptamine 2A receptor antagonists.
  • As a building block for the preparation of (S)-2-tetrahydrofuran methyl ether 6-fluorophenyl ether analog, as an IGF-1R inhibitor.

象形图

Exclamation mark

警示用语:

Warning

危险声明

危险分类

Eye Irrit. 2

储存分类代码

10 - Combustible liquids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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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)
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)
G Zarnt et al.
Applied and environmental microbiology, 63(12), 4891-4898 (1997-12-24)
An organism tentatively identified as Ralstonia eutropha was isolated from enrichment cultures containing tetrahydrofurfuryl alcohol (THFA) as the sole source of carbon and energy. The strain was able to tolerate up to 200 mM THFA in mineral salt medium. The
T Schräder et al.
Journal of bacteriology, 183(24), 7408-7411 (2001-11-22)
Different aldehyde dehydrogenases (AlDHs) were formed during growth of Ralstonia eutropha Bo on tetrahydrofurfuryl alcohol (THFA). One of these enzymes, AlDH 4, was purified and characterized as a homodimer containing no prosthetic groups, showing a strong substrate inhibition, and having

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