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649309

Sigma-Aldrich

(S)-(-)-2-甲基-CBS-噁唑硼烷

≥95%

别名:

(S)-2-methyl-CBS-oxazaborolidine, (S)-CBS reagent, (S)-Me-CBS, (S)-Methyl-CBS

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About This Item

经验公式（希尔记法）:
C18H20BNO
CAS号:
112022-81-8
分子量:
277.17
MDL编号:
MFCD00078439
UNSPSC代码:
12352005
PubChem化学物质编号:
24883643
NACRES:
NA.22

质量水平

100

方案

≥95%

表单

solid

官能团

phenyl

SMILES字符串

CB1OC(C2CCCN12)(c3ccccc3)c4ccccc4

InChI

1S/C18H20BNO/c1-19-20-14-8-13-17(20)18(21-19,15-9-4-2-5-10-15)16-11-6-3-7-12-16/h2-7,9-12,17H,8,13-14H2,1H3/t17-/m0/s1

InChI key

VMKAFJQFKBASMU-KRWDZBQOSA-N

相关类别

应用

用于不对称还原和不对称合成的CBS催化剂
CBS（Corey-Bakshi-Shibata）恶唑硼烷催化剂已被用于前手性酮的不对称还原。其它应用包括对映选择性合成α-羟基酸、α- 氨基酸、 C2对称二茂铁基二醇和炔丙醇。

象形图

CorrosionExclamation mark
GHS05,GHS07

警示用语：

Danger

危险声明

H302,H318

危险分类

Acute Tox. 4 Oral - Eye Dam. 1

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
SHBR7695
SHBG9395V
SHBC5611V
SHBC2296V
SHBB2227V

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Corey, E. J. et al.
Journal of the American Chemical Society, 109, 5551-5551 (1987)
Singh, V. K.
Synthesis, 605-605 (1992)
Cliff R Baar et al.
Journal of the American Chemical Society, 126(26), 8216-8231 (2004-07-01)
A series of enantiopure C1-symmetric metallocenes, [(SiMe2)2[eta5-C5H(CHMe2)2][eta5-C5H2((S)-CHMeCMe3)]]ZrCl2, (S)-2, [(SiMe2)2[eta5-C5H(CHEt2)2][eta5-C5H2((S)-CHMeCMe3)]]ZrCl2, (S)-6, and [(SiMe2)2[eta5-C5HCy2][eta5-C5H2((S)-CHMeCMe3)]]ZrCl2, (S)-7 (Cy = cyclohexyl), zirconocene dichlorides that have an enantiopure methylneopentyl substituent on the "upper" cyclopentadienyl ligand, and diastereomerically pure precatalysts, [(SiMe2)2[eta5-C5H((S)-CHMeCy)(CHMe2)][eta5-C5H3]]ZrCl2, (S)-8a and (S)-8b, which have an
Asymmetric Reduction. A Convenient Method for the Reduction of Alkynyl Ketones.
Kathlyn A. Parker et al.
The Journal of organic chemistry, 61(9), 3214-3217 (1996-05-03)
Angewandte Chemie (International Edition in English), 37, 1986-1986 (1998)
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商品

CBS Catalysts

we are pleased to offer both enatiomers of 2-methyl-CBS-oxazaborolidine as a dry reagent, in addition to our current offerings as a 1M solution in toluene.

Asymmetric Catalysis with Chiral Oxazaborolidinium Ions (COBIs)

Learn about the applications of chiral oxazaborolidinium ions (COBIs) as Lewis acid catalysts in different asymmetric reactions such as cyclopropanation, epoxidation, and radical reactions along with details of their catalytic action.

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