901233
(2R)-2-Phenyl-3,4-dihydro-2H-pyrimido[2,1-b][1,3]benzothiazole
≥95%
동의어(들):
(R)-2-Phenyl-3,4-dihydro-2H-benzo[4,5]thiazolo[3,2-a]pyrimidine, (R)-Homobenzotetramisole, Birman (R)-HBTM
로그인조직 및 계약 가격 보기
모든 사진(1)
About This Item
실험식(Hill 표기법):
C16H14N2S
CAS Number:
Molecular Weight:
266.36
MDL number:
UNSPSC 코드:
12161600
NACRES:
NA.22
추천 제품
![(2S)-2-Phenyl-2,3-dihydroimidazo[2,1-b][1,3]benzothiazole](/deepweb/assets/sigmaaldrich/product/structures/273/874/ec914181-6100-4322-aeb1-7665aaf7518c/640/ec914181-6100-4322-aeb1-7665aaf7518c.png)
![(2S)-2-Phenyl-3,4-dihydro-2H-pyrimido[2,1-b][1,3]benzothiazole 95%](/deepweb/assets/sigmaaldrich/product/structures/403/288/5e981722-19a3-4ad1-b2af-26137b4f5c18/640/5e981722-19a3-4ad1-b2af-26137b4f5c18.png)
Quality Level
분석
≥95%
형태
powder or chunks
mp
145-147 °C
작용기
phenyl
thioether
저장 온도
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
유사한 제품을 찾으십니까? 방문 제품 비교 안내
애플리케이션
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.
기타 정보
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
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point (°F)
Not applicable
Flash Point (°C)
Not applicable
가장 최신 버전 중 하나를 선택하세요:
Alexander J Wagner et al.
The Journal of organic chemistry, 78(9), 4594-4598 (2013-04-19)
A new implementation of the competing enantioselective conversion (CEC) method was developed to qualitatively determine the absolute configuration of enantioenriched secondary alcohols using thin-layer chromatography. The entire process for the method requires approximately 60 min and utilizes micromole quantities of
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
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
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
문서
We are proud to offer the isothiourea organocatalyst homobenzotetramisole (HBTM) as part of our asymmetric catalysis portfolio in both (R) and (S) enantiomeric forms.
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