301469
(S)-(+)-5-氧代-2-四氢呋喃羧酸
98%
别名:
(S)-γ-羧基-γ-丁内酯, (S)-5-氧代四氢-2-呋喃羧酸
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关于此项目
经验公式（希尔记法）:
C5H6O4
化学文摘社编号:
分子量:
130.10
Beilstein:
1424498
MDL编号:
UNSPSC代码:
12352005
PubChem化学物质编号:
NACRES:
NA.22
方案
98%
旋光性
[α]20/D +14°, c = 5 in methanol
光学纯度
ee: 99% (GLC)
沸点
150-155 °C/0.2 mmHg (lit.)
mp
71-73 °C (lit.)
官能团
carboxylic acid
ester
SMILES字符串
OC(=O)[C@@H]1CCC(=O)O1
InChI
1S/C5H6O4/c6-4-2-1-3(9-4)5(7)8/h3H,1-2H2,(H,7,8)/t3-/m0/s1
InChI key
QVADRSWDTZDDGR-VKHMYHEASA-N
一般描述
(S)-(+)-5-Oxo-2-tetrahydrofurancarboxylic acid is a chiral derivatizing agent for alcohols.
应用
用于制备对肿瘤细胞具有细胞毒活性的 municatacin 类似物。
(S)-(+)-5-Oxo-2-tetrahydrofurancarboxylic acid may be used as a ligand to form water-soluble silver(I) complexes by reacting with silver oxide. These complexes show good antibacterial and antifungal activities. It may also be used a chiral resolving agent during the multi-step synthesis of phosphatidylinositol 3,5-bisphosphate [PtdIns(3,5)P2].
储存分类代码
11 - Combustible Solids
WGK
WGK 3
闪点(°F)
Not applicable
闪点(°C)
Not applicable
个人防护装备
dust mask type N95 (US), Eyeshields, Gloves
法规信息
新产品
此项目有
Figadere, B.
Tetrahedron Letters, 32, 7539-7539 (1991)
Synthesis and crystal structure of three silver (I) complexes with (S)-(+)-5-oxo-2-tetrahydrofurancarboxylic acid (S-Hothf) and its isomeric forms (R-Hothf and R, S-Hothf) showing wide spectra of effective antibacterial and antifungal activities. ....
Nomiya K, et al.
J. Chem. Soc., Dalton Trans., 8, 1343-1348 (2000)
l-a-Phosphatidyl-d-myo-inositol 3, 5-bisphosphate: total synthesis of a new inositol phospholipid via myo-inositol orthoacetate.
Riley AM and Potter BVL
Tetrahedron Letters, 39(37), 6769-6772 (1998)
Hongde Li et al.
Proceedings of the National Academy of Sciences of the United States of America, 114(6), 1353-1358 (2017-01-25)
L-2-hydroxyglutarate (L-2HG) has emerged as a putative oncometabolite that is capable of inhibiting enzymes involved in metabolism, chromatin modification, and cell differentiation. However, despite the ability of L-2HG to interfere with a broad range of cellular processes, this molecule is
Shinji K Strain et al.
Rapid communications in mass spectrometry : RCM, 33(17), 1401-1409 (2019-05-31)
2-Hydroxyglutarate (2-hg) exists as enantiomers and can readily undergo cyclization to its lactone. Gas chromatography/electron ionization mass spectrometry (GC/EI-MS) has been used to separate 2-hg enantiomers in bodily fluids but the assay cannot simultaneously measure cyclic and acylic 2-hg enantiomers.
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