901233

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

≥95%

• Synonym(s): (R)-2-Phenyl-3,4-dihydro-2H-benzo[4,5]thiazolo[3,2-a]pyrimidine, (R)-Homobenzotetramisole, Birman (R)-HBTM
• Empirical Formula (Hill Notation): C₁₆H₁₄N₂S
• CAS Number: 1316861-19-4
• Molecular Weight: 266.36
• MDL number: MFCD26793803
• UNSPSC Code: 12161600
• NACRES: NA.22

Properties

• Quality Level: 100
• Assay: ≥95%
• form: powder or chunks
• mp: 145-147 °C
• storage temp.: 2-8°C
• SMILES string: C12=CC=CC=C1SC3=N[C@@H](C4=CC=CC=C4)CCN23
• 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

Description

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

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable