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Merck
CN

406147

Sigma-Aldrich

2,2′-异亚丙基双[(4S)-4-叔丁基-2-噁唑啉]

99%

别名:

(S,S)-2,2′-异亚丙基-双(4-叔丁基-2-噁唑啉)

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关于此项目

经验公式(希尔记法):
C17H30N2O2
化学文摘社编号:
分子量:
294.43
MDL编号:
UNSPSC代码:
12352005
PubChem化学物质编号:
NACRES:
NA.22
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方案

99%

旋光性

[α]20/D −120°, c = 5 in chloroform

mp

89-91 °C (lit.)

官能团

ether

SMILES字符串

CC(C)(C)[C@H]1COC(=N1)C(C)(C)C2=N[C@H](CO2)C(C)(C)C

InChI

1S/C17H30N2O2/c1-15(2,3)11-9-20-13(18-11)17(7,8)14-19-12(10-21-14)16(4,5)6/h11-12H,9-10H2,1-8H3/t11-,12-/m1/s1

InChI key

DPMGLJUMNRDNMX-VXGBXAGGSA-N

应用

不对称合成的手性催化剂。对映选择性催化反应的 C2 对称配体。由于噁唑啉氮具有对各种金属的强亲合性,因此容易形成双齿配位络合物。

象形图

Exclamation mark

警示用语:

Warning

危险声明

危险分类

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

靶器官

Respiratory system

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


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Mauro Marigo et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 10(9), 2133-2137 (2004-04-28)
The first general catalytic asymmetric bromination and chlorination of beta-ketoesters has been developed. The reactions proceed for both acyclic and cyclic beta-ketoesters catalyzed by chiral bisoxazolinecopper(II) complexes giving the corresponding optically active alpha-bromo- and alpha-chloro-beta-ketoesters in high yields and moderate
Tetrahedron Letters, 44, 7849-7850 (2003)
Nicholas Gathergood et al.
Organic & biomolecular chemistry, 2(7), 1077-1085 (2004-03-23)
The direct aldol reaction of 2-ketoesters catalyzed by chiral bisoxazoline copper(II) complexes has been investigated. First the direct homo-aldol reaction of ethyl pyruvate is reported which proceeds to give diethyl 2-hydroxy-2-methyl-4-oxoglutarate. This was isolated as the more stable optically active
L C Madoff et al.
Infection and immunity, 60(12), 4989-4994 (1992-12-01)
Group B streptococci (GBS) cause the majority of cases of neonatal sepsis and meningitis in the United States. Immunization of women of childbearing age is one strategy under consideration for the prevention of neonatal disease. The beta C protein, a
Tetrahedron Letters, 45, 4213-4216 (2004)

商品

BOX ligand complex enhances catalytic enantioselective aziridination of styrene, with phenyl substituents proving superior over t-Bu groups.

使用络合Cu(I)OTf的BOX配体进行不对称催化苯乙烯合成氮杂环丙烷的反应,BOX配体带苯基取代基的优于具有位阻需求的叔丁(t-Bu)基团。

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