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
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
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)
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)
Figadere, B.
Tetrahedron Letters, 32, 7539-7539 (1991)
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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