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品質等級
化驗
≥95%
形狀
powder or chunks
mp
145-147 °C
官能基
phenyl
thioether
儲存溫度
2-8°C
SMILES 字串
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 密鑰
ZMYZJAQMQBHNLH-CYBMUJFWSA-N
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應用
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.
其他說明
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
儲存類別代碼
11 - Combustible Solids
水污染物質分類（WGK）
WGK 3
閃點（°F）
Not applicable
閃點（°C）
Not applicable
Alexander J Wagner et al.
The Journal of organic chemistry, 81(15), 6253-6265 (2016-07-15)
Two different protocols were developed and optimized to address the need for (1) high sensitivity or (2) convenient utilization in the determination of the absolute configuration of secondary alcohols. The first protocol uses the competing enantioselective conversion (CEC) method to
Beatrice Ranieri et al.
The Journal of organic chemistry, 78(12), 6291-6296 (2013-05-22)
A concise approach to the synthesis of homobenzotetramisole and derivatives is described. Our strategy features a one-pot acylation-cyclization of 2-aminobenzothiazole with α,β-unsaturated acid chlorides to afford annulated pyrimidones. Subsequent Grignard addition followed by acid-promoted dehydration and reduction provides good overall
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.
Alexander J Wagner et al.
Organic letters, 13(16), 4470-4473 (2011-07-23)
A new method was developed to assign the absolute configuration of molecules using kinetic resolution catalysts. Secondary alcohols were acylated in the presence of Birman's S-HBTM and R-HBTM catalysts, and the fast-reacting catalyst was identified by NMR analysis of the
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
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