663107

(2S,5S)-(−)-2-tert-ブチル-3-メチル-5-ベンジル-4-イミダゾリジノン

97%

• 別名: (2S,5S)-2-tert-ブチル-3-メチル-5-フェニルメチル-4-イミダゾリジノン, (2S,5S)-5-ベンジル-2-tert-ブチル-3-メチル-4-イミダゾリジノン
• 実験式（ヒル表記法）: C₁₅H₂₂N₂O
• CAS番号: 346440-54-8
• 分子量: 246.35
• MDL番号: MFCD03426982
• UNSPSCコード: 12352005
• PubChem Substance ID: 24884185
• NACRES: NA.22

特性

• アッセイ: 97%
• フォーム: solid
• mp: 93-100 °C (lit.)
• 官能基: phenyl
• SMILES記法: CN1[C@H](N[C@@H](Cc2ccccc2)C1=O)C(C)(C)C
• InChI: 1S/C15H22N2O/c1-15(2,3)14-16-12(13(18)17(14)4)10-11-8-6-5-7-9-11/h5-9,12,14,16H,10H2,1-4H3/t12-,14-/m0/s1
• InChI Key: SKHPYKHVYFTIOI-JSGCOSHPSA-N

詳細

詳細

(2S,5S)-(-)-2-tert-Butyl-3-methyl-5-benzyl-4-imidazolidinone is a chiral imidazolidinone organocatalyst, developed by MacMillan and co-workers.

アプリケーション

(2S,5S)-(-)-2-tert-Butyl-3-methyl-5-benzyl-4-imidazolidinone is a second-generation MacMillan catalyst, which can be used as a chiral organocatalyst in:

• The chiral transformation reaction, including Friedel-Crafts and Mukaiyama-Michael reactions.
• The preparation of substituted spiroundecenetriones via asymmetric domino Knoevenagel/Diels-Alder reactions.
• The asymmetric synthesis of β-hydroxy aldehydes and their dimethylacetals via aldehyde-aldehyde aldol condensation reaction.
• The enantioselective α-fluorination of aldehydes using N-fluorobenzenesulfonamide as a fluorinating agent.
• The stereoselective preparation of (oxomethyl)oxabicyclo[3.2.1]octenones and tricyclic pyrroles via [4+3] cycloaddition of (trialkylsiloxy)pentadienals to furans.

Metal-free OrganoCatalyst technology for asymmetric catalysis. Catalyzes asymmetric indole alkylations, Friedel-Crafts alkylations, and a broad range of conjugate addition reactions in high enantiomeric excess.

特徴および利点

Advantages of MacMillan imidazolidinone organocatalysts:

• Superior enantiocontrol in numerous transformations
• High activities at low catalyst loadings
• Extraordinary functional group tolerance

法的情報

米国特許番号第6,369,243号および関連特許が適用されます。試験研究用用途にのみお使いください。

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
• 個人用保護具 (PPE): Eyeshields, Gloves, type N95 (US)