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

ALDRICH/901233 - ≥95%

Synonym: (R)-2-Phenyl-3,4-dihydro-2H-benzo[4,5]thiazolo[3,2-a]pyrimidine; (R)-Homobenzotetramisole; Birman (R)-HBTM

CAS Number: 1316861-19-4
Empirical Formula (Hill Notation): C16H14N2S
Molecular Weight: 266.36
MDL Number: MFCD26793803
Linear Formula: C16H14N2S
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-901233-100MG 100 mg
 $268.00
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assay ≥95%
form powder or chunks
functional group phenyl
  thioether
InChI 1S/C16H14N2S/c1-2-6-12(7-3-1)13-10-11-18-14-8-4-5-9-15(14)19-16(18)17-13/h1-9,13H,10-11H2/t13-/m1/s1
InChI key ZMYZJAQMQBHNLH-CYBMUJFWSA-N
mp 145-147 °C
Quality Level 100 
SMILES string C12=CC=CC=C1SC3=N[C@@H](C4=CC=CC=C4)CCN23
storage temp. 2-8°C
Application: This chiral isothiourea homobenzotetramisole ((R)-HBTM) developed by the Birman  lab is an organocatalyst that has been used for kinetic resolution, determination of absolute configuration, and nucleophile-catalysed, Michael–aldol-b-lactonization (NCMAL). This same product was previously listed as L511730, and the complementary (S)-HBTM organocatalyst (900542 ) is also available.
Other Notes:
Technology Spotlight: Homobenzotetramisole (HBTM): A General Organocatalyst for Asymmetric Acylations 

[1] Determination of the Absolute Configuration β-Chiral Primary Alcohols Using the Competing Enantioselective Conversion Method 

[2] Asymmetric Catalytic Synthesis of Thiochromenes via an Acyl Transfer-Initiated Cascade 

[3] Rapid assembly of complex cyclopentanes employing chiral, α, β-unsaturated acylammonium intermediates 

[4] Determination of Absolute Configuration Using Kinetic Resolution Catalysts 

[5] Kinetic Resolution of Secondary Alcohols Using Amidine-Based Catalysts 
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥95%
mp 145-147 °C
Storage Temp. 2-8°C
UNSPSC 12161600

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