131833-93-7

Basic information

• Product Name: (S,S)-(-)-2,2'-ISOPROPYLIDENEBIS(4-TERT-BUTYL-2-OXAZOLINE)
• Synonyms: 2,2'-ISOPROPYLIDENEBIS[(4S)-4-TERT-BUTYL-2-OXAZOLINE];(S,S)-(-)-2,2'-(DIMETHYLMETHYLENE)BIS(4-TERT-BUTYL-2-OXAZOLINE);(S,S)-(-)-2,2'-ISOPROPYLIDENEBIS(4-TERT-BUTYL-2-OXAZOLINE);(S,S)-2,2'-ISOPROPYLIDENE-BIS(4-TERT-BUTYL-2-OXAZOLINE);(S,S)-(-)-2,2-BIS(4-TERT-BUTYL-2-OXAZOLIN-2-YL)PROPANE;2,2-isopropylidenebis((4S)-4-tert-butyl-2-oxazol;Isopropylidenebisbutyloxazoline;(S,S)-(-)-2,2-Isopropylidenebis(4-Tert-Butyl-2-Oxazolin
• CAS NO: 131833-93-7
• Molecular Formula: C₁₇H₃₀N₂O₂
• Molecular Weight: 294.43
• Product Categories: Chiral Reagents;Asymmetric Synthesis;Synthetic Organic Chemistry;Amino Alcohols & Deriv.;CHIRAL CHEMICALS;organic building block;BOX series;Chiral Nitrogen
• Mol File: 131833-93-7.mol
• Article Data: 9

Chemical Properties

• Melting Point: 89-91 °C(lit.)
• Boiling Point: 350.4 °C at 760 mmHg
• Flash Point: 134.9 °C
• Appearance: White to light yellow/Crystalline Powder
• Density: 1.04 g/cm³
• Refractive Index: -118 ° (C=1, CHCl3)
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 5.69±0.70(Predicted)
• CAS DataBase Reference: (S,S)-(-)-2,2'-ISOPROPYLIDENEBIS(4-TERT-BUTYL-2-OXAZOLINE)(CAS DataBase Reference)
• NIST Chemistry Reference: (S,S)-(-)-2,2'-ISOPROPYLIDENEBIS(4-TERT-BUTYL-2-OXAZOLINE)(131833-93-7)
• EPA Substance Registry System: (S,S)-(-)-2,2'-ISOPROPYLIDENEBIS(4-TERT-BUTYL-2-OXAZOLINE)(131833-93-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 131833-93-7(Hazardous Substances Data)

Usage

Uses

Chiral catalyst for asymmetric synthesis. C2 symmetric ligand for enantioselective catalysis. Easily forms bidentate coordination complexes due to the strong affinity of the oxazoline nitrogen for various metals.

Upstream product

• 7321-55-3 2,2-dimethylmalononitrile 
• 112245-13-3 (S)-tert-leucinol 
• 132098-54-5 (S,S)-2,2'-methylenebis(4-tert-butyl-2-oxazoline) 
• 74-88-4 methyl iodide 
• 2749-11-3 (S)-Alaninol 
• 3182-95-4 L-Phenylalaninol 
• 58577-87-0 O-benzyl-L-serinol 
• 20989-17-7 (2S)-2-phenylglycinol 
• 141-43-5 ethanolamine 
• 5659-93-8 2,2-Dimethylmalonyl chloride 
• 595-46-0 2,2-dimethylmalonic acid 

Relevant articles and documents

Asymmetric hetero-Diels-Alder Reaction of trans-1-Methoxy-3-trimethylsilyloxy-buta-1,3-diene Catalyzed by Zinc Complexes

Asymmetric hetero-Diels-Alder reactions of Danishefsky's diene and glyoxylate/pyruvate esters catalyzed by readily available zinc triflate complex with BOX ligand afforded the corresponding adduct which upon treatment with trifluoroacetic acid furnished the hetero-Diels-Alder product in 91 % enantiomeric excess and 87 % isolated yield. This reaction was applied to the concise synthesis of six-membered ulosonic acid C-glycoside.

Homogeneous asymmetric hydrogenation catalyst

Provide that a useful catalyst for homogeneous hydrogenation, particularly a catalyst for homogeneous asymmetric hydrogenation for hydrogenation, particularly asymmetric hydrogenation, which is obtainable with comparative ease and is excellent in economically and workability, and a process for producing a hydrogenated compound of an unsaturated compound, particularly an optically active compound using said catalyst with a high yield and optical purity.

Enantioselective synthesis of the C8-C20 segment of curvicollide C

The enantioselective synthesis of the C8-C20 fragment of curvicollide C has been accomplished. A catalytic asymmetric Claisen rearrangement (CAC), a diastereoselective methyl cupration of an alkynoate, and a Julia-Kocienski olefination served as key C/C-connecting transformations.