所有图片(1)
别名:
(S)-(+)-2-(氯甲基)环氧乙烷
经验公式（希尔记法）:
C3H5ClO
CAS号:
分子量:
92.52
Beilstein:
1420784
MDL编号:
UNSPSC代码:
12352005
PubChem化学物质编号:
NACRES:
NA.22
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蒸汽密度
3.2 (vs air)
质量水平
蒸汽压
12.5 mmHg ( 20 °C)
检测方案
98%
旋光性
[α]20/D +35°, c = 1 in methanol
光学纯度
ee: 97% (GLC)
自燃温度
1421 °F
expl. lim.
21 %
折射率
n20/D 1.438 (lit.)
bp
92-93 °C/360 mmHg (lit.)
密度
1.183 g/mL at 25 °C (lit.)
SMILES字符串
ClC[C@@H]1CO1
InChI
1S/C3H5ClO/c4-1-3-2-5-3/h3H,1-2H2/t3-/m1/s1
InChI key
BRLQWZUYTZBJKN-GSVOUGTGSA-N
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应用
作为潜在的代谢调节剂，用以合成脂肪酸氧化抑制剂。
用于 Macquarimicins 的全合成和大环内酯 RK-397 的全合成。
用于对映选择性合成羟基异噁唑烷和 (+)-顺式-sylvaticin（一种有潜力的抗肿瘤剂）的手性结构单元。
法律信息
经Sterling Pharma Solutions Limited许可，使用Jacobsen HKR技术制造。
警示用语：
Danger
危险分类
Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Carc. 1B - Eye Dam. 1 - Flam. Liq. 3 - Skin Corr. 1B - Skin Sens. 1
WGK
WGK 3
闪点(°F)
89.6 °F
闪点(°C)
32 °C
个人防护装备
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
法规信息
危险化学品
Tetrahedron Letters, 47, 7635-7635 (2006)
Ryosuke Munakata et al.
Journal of the American Chemical Society, 125(48), 14722-14723 (2003-12-04)
The first total synthesis of (+)-macquarimicin A (1), a novel inhibitor of neutral sphingomyelinase (N-SMase) with antiinflammatory activity, has been accomplished. The present work determined the absolute configuration of (+)-1 and revised the C(2)-C(3) geometry to be Z. The synthesis
Elfatih Elzein et al.
Bioorganic & medicinal chemistry letters, 14(4), 973-977 (2004-03-12)
We describe the synthesis of novel inhibitors of fatty acid oxidation as potential metabolic modulators for the treatment of stable angina. Replacement of the 2H-benzo[d]1,3-dioxolene ring system in our initial lead 3 with different benzthiazoles, benzoxazoles and introducing small alkyl
Ryosuke Munakata et al.
Journal of the American Chemical Society, 126(36), 11254-11267 (2004-09-10)
A total synthesis of the macquarimicins A-C (1-3), novel natural products with intriguing tetra- or pentacyclic frameworks, has been achieved. The synthesis features an extensive investigation of the biosynthesis-based intramolecular Diels-Alder (IMDA) reactions of (E,Z,E)-1,6,8-nonatrienes. Considering possible biosynthetic sequences, four
Timothy J Donohoe et al.
Journal of the American Chemical Society, 128(42), 13704-13705 (2006-10-19)
The double oxidative cyclization of dienes is a viable procedure for making complex natural products containing cis-THF units. A double deprotection/double oxidative cyclization strategy using catalytic osmium tetroxide was used to construct the bisheterocyclic core of cis-sylvaticin and ultimately confirm
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