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RNI00145

Sigma-Aldrich

(2S)-2-Phenyl-2,3-dihydroimidazo[2,1-b][1,3]benzothiazole

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Synonym(s):
(S)-BTM
Empirical Formula (Hill Notation):
C15H12N2S
Molecular Weight:
252.33
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:

form

solid

SMILES string

C12=CC=CC=C1SC3=N[C@@H](C4=CC=CC=C4)CN23

InChI

1S/C15H12N2S/c1-2-6-11(7-3-1)12-10-17-13-8-4-5-9-14(13)18-15(17)16-12/h1-9,12H,10H2/t12-/m1/s1

InChI key

YGCWPCVAVSIFLO-GFCCVEGCSA-N

Application

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

Kinetic Resolution of Secondary Alcohols Using Amidine-Based Catalysts

Other Notes

Please note that Sigma-Aldrich provides this product to early discovery researchers as part of a collection of unique chemicals. Sigma-Aldrich does not collect analytical data for this product. Buyer assumes responsibility to confirm product identity and/or purity. All sales are final.

NOTWITHSTANDING ANY CONTRARY PROVISION CONTAINED IN SIGMA-ALDRICH′S STANDARD TERMS AND CONDITIONS OF SALE OR AN AGREEMENT BETWEEN SIGMA-ALDRICH AND BUYER, SIGMA-ALDRICH SELLS THIS PRODUCT "AS-IS" AND MAKES NO REPRESENTATION OR WARRANTY WHATSOEVER WITH RESPECT TO THIS PRODUCT, INCLUDING ANY (A) WARRANTY OF MERCHANTABILITY; (B) WARRANTY OF FITNESS FOR A PARTICULAR PURPOSE; OR (C) WARRANTY AGAINST INFRINGEMENT OF INTELLECTUAL PROPERTY RIGHTS OF A THIRD PARTY; WHETHER ARISING BY LAW, COURSE OF DEALING, COURSE OF PERFORMANCE, USAGE OF TRADE OR OTHERWISE.

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Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Diastereoselective and Enantioselective Silylation of 2-Arylcyclohexanols
Wang L, et al.
Organic Letters, 17 (10), 2408?2411-2408?2411 (2015)

Articles

We are proud to offer the isothiourea organocatalyst homobenzotetramisole (HBTM) as part of our asymmetric catalysis portfolio in both (R) and (S) enantiomeric forms.

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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