L511188

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

Aldrich^CPR

• 別名: (βS)-β-[[2,3-bis(dicyclohexylamino)-2-cyclopropen-1-ylidene]amino]-benzenepropanol hydrochloride (1:1), Dicyclohexyl cyclopropenimine, Lambert Cyclopropenimine Catalyst
• 実験式（ヒル表記法）: C₃₆H₅₆ClN₃O
• CAS番号: 1366421-67-1
• 分子量: 582.30
• MDL番号: MFCD22417240
• UNSPSCコード: 12352200
• PubChem Substance ID: 329817511

特性

• SMILES記法: 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

詳細

詳細

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

アプリケーション

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.

その他情報

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安全性情報

• 保管分類コード: 11 - Combustible Solids
• WGK: WGK 3
• 引火点(°F): Not applicable
• 引火点(℃): Not applicable