L511188

(S)-2-(2,3-Bis(dicyclohexylamino)cyclopropenimine)-3-phenylpropan-1-ol hydrochloride

Aldrich^CPR

• 동의어(들): (βS)-β-[[2,3-bis(dicyclohexylamino)-2-cyclopropen-1-ylidene]amino]-benzenepropanol hydrochloride (1:1), Dicyclohexyl cyclopropenimine, Lambert Cyclopropenimine Catalyst
• 실험식(Hill 표기법): C₃₆H₅₆ClN₃O
• CAS Number: 1366421-67-1
• Molecular Weight: 582.30
• MDL number: MFCD22417240
• UNSPSC 코드: 12352200
• PubChem Substance ID: 329817511

속성

• SMILES string: Cl.OC[C@H](Cc1ccccc1)\N=C2\C(N(C3CCCCC3)C4CCCCC4)=C2N(C5CCCCC5)C6CCCCC6
• InChI: 1S/C36H55N3O.ClH/c40-27-29(26-28-16-6-1-7-17-28)37-34-35(38(30-18-8-2-9-19-30)31-20-10-3-11-21-31)36(34)39(32-22-12-4-13-23-32)33-24-14-5-15-25-33;/h1,6-7,16-17,29-33,40H,2-5,8-15,18-27H2;1H/t29-;/m0./s1
• InChI key: RTCSAEOYHXMTHG-JMAPEOGHSA-N

설명

일반 설명

Learn More at the Professor and Product Portal of Professor Tristan Lambert.

애플리케이션

Chiral cyclopropenimines are highly effective new class of enantioselective Brønsted base catalysts, the so-called “superbases” for enantioselective organocatalysis.

Due to the prevalence of chemical reactions involving proton transfer as a key mechanistic event, Brønsted bases have become indispensable tools for the practice of organic synthetic chemistry, capable of catalyzing proton transfer reactions enantioselectively for the production of optically enriched products.

Novel Brønsted bases provide potent yet tunable basicity to the acidity of a given substrate, are trivial to prepare, and offer unique opportunities for asymmetric transition state organization. The high basicity should allow them to catalyze a wide range of reactions (i.e. chiral pharmaceutical ingredients) and could lead to easier and faster syntheses of novel chiral compounds for drug discovery and other applications.

2,3-bis(dialkylamino)cyclopropenimines serve as a highly effective platform for chiral Brønsted base catalysis. Chiral 2,3-bis(dialkylamino)cyclopropenimine catalyzes the rapid Michael reaction of a glycine imine substrate with high levels of enantioselectivity. Catalysis with chiral cyclopropenimines should be amenable to relatively large-scale applications under mild reaction conditions.

기타 정보

Please note that Sigma-Aldrich provides this product to early discovery researchers as part of a collection of unique chemicals. Sigma-Aldrich does not collect analytical data for this product. Buyer assumes responsibility to confirm product identity and/or purity. All sales are final.

NOTWITHSTANDING ANY CONTRARY PROVISION CONTAINED IN SIGMA-ALDRICH′S STANDARD TERMS AND CONDITIONS OF SALE OR AN AGREEMENT BETWEEN SIGMA-ALDRICH AND BUYER, SIGMA-ALDRICH SELLS THIS PRODUCT "AS-IS" AND MAKES NO REPRESENTATION OR WARRANTY WHATSOEVER WITH RESPECT TO THIS PRODUCT, INCLUDING ANY (A) WARRANTY OF MERCHANTABILITY; (B) WARRANTY OF FITNESS FOR A PARTICULAR PURPOSE; OR (C) WARRANTY AGAINST INFRINGEMENT OF INTELLECTUAL PROPERTY RIGHTS OF A THIRD PARTY; WHETHER ARISING BY LAW, COURSE OF DEALING, COURSE OF PERFORMANCE, USAGE OF TRADE OR OTHERWISE.

안전성 정보

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