901233
(2R)-2-Phenyl-3,4-dihydro-2H-pyrimido[2,1-b][1,3]benzothiazole
≥95%
别名:
(R)-2-Phenyl-3,4-dihydro-2H-benzo[4,5]thiazolo[3,2-a]pyrimidine, (R)-Homobenzotetramisole, Birman (R)-HBTM
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关于此项目
经验公式（希尔记法）:
C16H14N2S
化学文摘社编号:
分子量:
266.36
UNSPSC Code:
12161600
NACRES:
NA.22
MDL number:
Quality Level
assay
≥95%
form
powder or chunks
mp
145-147 °C
functional group
phenyl, thioether
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
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
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
商品
We are proud to offer the isothiourea organocatalyst homobenzotetramisole (HBTM) as part of our asymmetric catalysis portfolio in both (R) and (S) enantiomeric forms.
作为我们不对称催化产品组合的一部分，我们很自豪地以（R）和（S）对映体形式提供异硫脲有机催化剂均苯并四咪唑（HBTM）。
Nicholas A Ahlemeyer et al.
Organic letters, 18(14), 3454-3457 (2016-07-08)
A novel, reagent-free catalytic transformation of α,β-unsaturated thioesters into 2-substituted thiochromenes has been developed, with carbon dioxide as the only byproduct. Amidine-based catalysts, particularly homobenzotetramisole and its analogues, achieve high enantioselectivities and yields in this process.
Matthew A Perry et al.
Organic letters, 15(3), 472-475 (2013-01-18)
A simple method for determining the absolute configuration of oxazolidinones, lactams, and their derivatives using kinetic resolution catalysts is described. The optically pure substrates were acylated using the (S)-HBTM and the (R)-HBTM catalyst, and the faster reaction was determined. An
Alexander S Burns et al.
Organic letters, 19(11), 2953-2956 (2017-05-17)
A method for determining the absolute configuration of β-chiral primary alcohols has been developed. Enantioenriched alcohols were acylated in the presence of either enantiomer of the enantioselective acylation catalyst HBTM, and the faster reaction was determined by measuring product conversion
全球贸易项目编号
| 货号 | GTIN |
|---|---|
| 901233-100MG | 04061835505371 |