268556-62-3

Basic information

• Product Name: (2R)-2-aMino-3,3-diMethyl-N-(phenylMethyl)-ButanaMide
• Synonyms: (2R)-2-aMino-3,3-diMethyl-N-(phenylMethyl)-ButanaMide;(2R)-2-Amino-3,3-dimethyl-N-(phenylmethyl)butanamide,99%e.e.;(2R)-2-Amino-3,3-dimethyl-N-(phenylmethyl)butanamide, 98%, (99% ee)
• CAS NO: 268556-62-3
• Molecular Formula: C₁₃H₂₀N₂O
• Molecular Weight: 220.3107
• Mol File: 268556-62-3.mol

Chemical Properties

• Boiling Point: 394.3±35.0 °C(Predicted)
• Appearance: /
• Density: 1.025±0.06 g/cm3(Predicted)
• PKA: 15.48±0.46(Predicted)
• CAS DataBase Reference: (2R)-2-aMino-3,3-diMethyl-N-(phenylMethyl)-ButanaMide(CAS DataBase Reference)
• NIST Chemistry Reference: (2R)-2-aMino-3,3-diMethyl-N-(phenylMethyl)-ButanaMide(268556-62-3)
• EPA Substance Registry System: (2R)-2-aMino-3,3-diMethyl-N-(phenylMethyl)-ButanaMide(268556-62-3)

Safety Data

• Hazardous Substances Data: 268556-62-3(Hazardous Substances Data)

Usage

Uses

Used in Medicinal Chemistry:
(2R)-2-aMino-3,3-diMethyl-N-(phenylMethyl)-ButanaMide is used as a chiral building block for the synthesis of pharmaceutical compounds due to its unique arrangement of atoms and functional groups. Its specific configuration may contribute to the development of enantioselective drugs, which can have improved efficacy and reduced side effects.
Used in Organic Synthesis:
In the field of organic synthesis, (2R)-2-aMino-3,3-diMethyl-N-(phenylMethyl)-ButanaMide serves as a versatile intermediate for the creation of various organic molecules. Its distinct structural features allow it to be a valuable component in the synthesis of complex organic compounds, potentially leading to the discovery of new materials and chemical reactions.
Further Research:
(2R)-2-aMino-3,3-diMethyl-N-(phenylMethyl)-ButanaMide is used as a subject for ongoing research to better understand its properties, reactivity, and potential applications. As more is learned about this compound, it may lead to new discoveries and innovations in both medicinal chemistry and organic synthesis.

Upstream product

• 26782-71-8 D-tert-leucine 
• 100-46-9 benzylamine 
• 124655-17-0 (R)-2-(tert-butoxycarbonylamino)-3,3-dimethylbutanoic acid 
• 198543-64-5 Fmoc-D-tert-leucine 
• 112720-39-5 (R)-tert-leucine hydrochloride 

Downstream Products

• 268556-63-4 ((R)-1-Benzylcarbamoyl-2,2-dimethyl-propyl)-carbamic acid 4-nitro-phenyl ester 

Relevant articles and documents

Primary amino acid derivatives: Compounds with anticonvulsant and neuropathic pain protection activities

Pharmacological management remains the primary method to treat epilepsy and neuropathic pain. We have advanced a novel class of anticonvulsants termed functionalized amino acids (FAAs). In this study, we examine FAA derivatives from which the terminal acetyl moiety was removed and termed these compounds primary amino acid derivatives (PAADs). Twenty-seven PAADs were prepared; the central C(2) R-substituent was varied, including C(2) stereochemistry, and the compounds were tested in rodent models of seizures and neuropathic pain. C(2)-Hydrocarbon N-benzylamide PAADs were potent anticonvulsants and excellent anticonvulsant activity (mice, ip; rat, po) was observed for C(2) R-substituted PAADs in which the R group was ethyl, isopropyl, or tert-butyl, and the C(2) stereochemistry conformed to the d-amino acid configuration ((R)-stereoisomer). These values surpassed the activities of several clinical antiepileptic drugs. The C(2) (R)-ethyl and C(2) (R)-isopropyl PAADs also displayed excellent activities in the mouse (ip) formalin neuropathic pain model. Significantly, unlike the FAA structure-activity relationship, PAAD anticonvulsant activity increased upon substitution of a methylene unit for a heteroatom in the R-substituent that was one atom removed from the C(2) site, suggesting that these PAADs function by a different pathway than FAAs.

Synthesis of chiral C2-symmetric methylene- and boron-bridged bis(imidazolines)

A series of C2-symmetric boron-bridged bis(imidazolines) was obtained by lithiation of 2-imidazolines and subsequent reaction with dialkyl- or diarylhaloboranes. The corresponding 2-imidazolines were prepared by an efficient four-step sequence starting from N-tert-butoxycarbonyl-protected α-amino acids. C2-Symmetric methylenebis(imidazolines) were readily synthesized from chiral diamines by condensation with diethyl malonimidate. The bis(imidazolines) were used as ligands in the enantioselective cyclopropanation of styrene and allylic oxidation of cyclic alkenes. Georg Thieme Verlag Stuttgart.

Enantioselective catalytic addition of HCN to ketoimines. Catalytic synthesis of quaternary amino acids.

[formula: see text] Highly enantioselective addition of HCN to ketoimines has been achieved for the first time using readily accessible and recyclable Schiff base catalysts. Essentially quantitative isolated yield and enantioselectivity of up to 95% ee wa