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900542

Sigma-Aldrich

(2S)-2-Phenyl-3,4-dihydro-2H-pyrimido[2,1-b][1,3]benzothiazole

95%

Synonym(s):

Birman (S)-HBTM Resolution Catalyst

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About This Item

Empirical Formula (Hill Notation):
C16H14N2S
CAS Number:
Molecular Weight:
266.36
UNSPSC Code:
12161600
NACRES:
NA.22

Quality Level

Assay

95%

form

powder or chunks

mp

125 °C

functional group

phenyl
thioether

storage temp.

2-8°C

SMILES string

C12=CC=CC=C1SC3=N[C@H](C4=CC=CC=C4)CCN23

Application

Organocatalyst for the kinetic resolution of secondary alcohols by acylation with anhydrides.

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Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Ximin Li et al.
The Journal of organic chemistry, 77(4), 1722-1737 (2012-01-31)
Kinetic resolution of racemic alcohols has been traditionally achieved via enzymatic enantioselective esterification and ester hydrolysis. However, there has long been considerable interest in devising nonenzymatic alternative methods for this transformation. Amidine-based catalysts (ABCs), a new class of enantioselective acyl

Related Content

The main focus of research in the Birman group is on the de novo design of asymmetric catalysts and reagents. As part of this effort, they have developed Amidine-Based Catalysts, or ABCs, and demonstrated their high enantioselectivity in many asymmetric acyl transfer reactions. The versatility, accessibility, and ease of structural modification of ABCs have attracted the interest of a number of other research groups worldwide, which has led to further expansion of their synthetic utility.

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