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Merck
CN

649309

(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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关于此项目

经验公式（希尔记法）:
C18H20BNO
化学文摘社编号:
112022-81-8
分子量:
277.17
NACRES:
NA.22
PubChem Substance ID:
24883643
UNSPSC Code:
12352005
MDL number:
MFCD00078439

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产品名称

(S)-(-)-2-甲基-CBS-噁唑硼烷, ≥95%

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

SMILES string

CB1OC(C2CCCN12)(c3ccccc3)c4ccccc4

InChI key

VMKAFJQFKBASMU-KRWDZBQOSA-N

assay

≥95%

form

solid

functional group

phenyl

Quality Level

100

相关类别

Application

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。

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

hcodes

H302,H318

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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)
Sakai, T. et al.
Tetrahedron, 52, 233-233 (1996)
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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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