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Merck
CN

374318

(S)-(-)-苹果酸二甲酯

98%

别名:

(S)-2-羟基琥珀酸二甲酯, L-苹果酸二甲酯

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线性分子式:
CH3O2CCH2CH(OH)CO2CH3
化学文摘社编号:
分子量:
162.14
UNSPSC Code:
12352108
NACRES:
NA.22
PubChem Substance ID:
EC Number:
432-310-0
Beilstein/REAXYS Number:
1724363
MDL number:
Assay:
98%
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产品名称

(S)-(-)-苹果酸二甲酯, 98%

InChI key

YSEKNCXYRGKTBJ-BYPYZUCNSA-N

InChI

1S/C6H10O5/c1-10-5(8)3-4(7)6(9)11-2/h4,7H,3H2,1-2H3/t4-/m0/s1

SMILES string

COC(=O)C[C@H](O)C(=O)OC

assay

98%

optical activity

[α]20/D −6.5°, neat

refractive index

n20/D 1.435 (lit.)

density

1.223 g/mL at 25 °C (lit.)

functional group

ester
hydroxyl

storage temp.

2-8°C

Quality Level

Application

(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。

signalword

Danger

Hazard Classifications

Eye Dam. 1 - Flam. Liq. 3 - Skin Sens. 1

存储类别

3 - Flammable liquids

wgk

WGK 3

flash_point_f

131.0 °F

flash_point_c

55 °C

ppe

Eyeshields, Gloves

法规信息

危险化学品
此项目有

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Tetrahedron Letters, 33, 4893-4893 (1992)
Cyclic sulfolanes as novel and high affinity P2 ligands for HIV-1 protease inhibitors.
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Journal of medicinal chemistry, 36(7), 924-927 (1993-04-02)
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.
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)
Jason Boehme et al.
American journal of physiology. Heart and circulatory physiology, 311(4), H944-H957 (2016-09-04)
Vascular cell hyperproliferation and metabolic reprogramming contribute to the pathophysiology of pulmonary arterial hypertension (PAH). An important cause of PAH in children with congenital heart disease (CHD) is increased pulmonary blood flow (PBF). To better characterize this disease course we

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