质量水平
检测方案
98%
旋光性
[α]20/D −6.5°, neat
折射率
n20/D 1.435 (lit.)
密度
1.223 g/mL at 25 °C (lit.)
储存温度
2-8°C
SMILES字符串
COC(=O)C[C@H](O)C(=O)OC
InChI
1S/C6H10O5/c1-10-5(8)3-4(7)6(9)11-2/h4,7H,3H2,1-2H3/t4-/m0/s1
InChI key
YSEKNCXYRGKTBJ-BYPYZUCNSA-N
应用
(S)-(-)-苹果酸二甲酯可作为起始试剂用于合成 (-)-郁金香内酯B。其酯基向醇的选择性还原可通过在四氢硼酸钠的存在下使用硼烷二甲基硫醚络合物（BMS）完成。
该手性合成子已被用于制备花生四烯酸的细胞色素P450代谢产物，以及具有HIV-1蛋白酶抑制潜能的环状的环丁砜。
警示用语：
Danger
危险声明
危险分类
Eye Dam. 1 - Flam. Liq. 3 - Skin Sens. 1
WGK
WGK 3
闪点(°F)
131.0 °F
闪点(°C)
55 °C
个人防护装备
Eyeshields, Gloves
法规信息
危险化学品
Falck, J.R. et al.
Tetrahedron Letters, 33, 4893-4893 (1992)
Cyclic sulfolanes as novel and high affinity P2 ligands for HIV-1 protease inhibitors.
A K Ghosh et al.
Journal of medicinal chemistry, 36(7), 924-927 (1993-04-02)
Use of enzymic hydrolysis of dimethyl malates for a short synthesis of tulipalin B and of its enantiomer.
Papageorgiou C and Benezra C.
The Journal of Organic Chemistry, 50(7), 1144-1145 (1985)
Rajesh Gupta et al.
The Journal of biological chemistry, 293(47), 18086-18098 (2018-09-20)
Secreted proteins are important metabolic regulators in both healthy and disease states. Here, we sought to investigate the mechanism by which the secreted protein complement 1q-like-3 (C1ql3) regulates insulin secretion from pancreatic β-cells, a key process affecting whole-body glucose metabolism.
Combination of borane-dimethyl sulfide complex with catalytic sodium tetrahydroborate as a selective reducing agent for a-hydroxy esters. Versatile chiral building block from (s)-(-)-malic acid.
Saito S, et al.
Chemistry Letters (Jpn), 13(8), 1389-1392 (1984)
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