207121-91-3

Basic information

• Product Name: (2S)-2-aMino-3,3-diMethyl-N-(phenylMethyl)-ButanaMide
• Synonyms: (2S)-2-aMino-3,3-diMethyl-N-(phenylMethyl)-ButanaMide;(2S)-2-Amino-3,3-dimethyl-N-(phenylmethyl)butanamide,99%e.e.;(2S)-2-Amino-3,3-dimethyl-N-(phenylmethyl)butanamide, 98%, (99% ee)
• CAS NO: 207121-91-3
• Molecular Formula: C₁₃H₂₀N₂O
• Molecular Weight: 220.3107
• Mol File: 207121-91-3.mol
• Article Data: 9

Chemical Properties

• Melting Point: 53-54 °C
• 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: (2S)-2-aMino-3,3-diMethyl-N-(phenylMethyl)-ButanaMide(CAS DataBase Reference)
• NIST Chemistry Reference: (2S)-2-aMino-3,3-diMethyl-N-(phenylMethyl)-ButanaMide(207121-91-3)
• EPA Substance Registry System: (2S)-2-aMino-3,3-diMethyl-N-(phenylMethyl)-ButanaMide(207121-91-3)

Safety Data

• Hazardous Substances Data: 207121-91-3(Hazardous Substances Data)

Usage

General Description

The chemical "(2S)-2-amino-3,3-dimethyl-N-(phenylmethyl)-butanamide" is an organic compound that consists of a butanamide core with an amino group and a phenylmethyl substituent. It is an optically active compound with a stereochemistry of (2S), indicating the presence of a chiral center. (2S)-2-aMino-3,3-diMethyl-N-(phenylMethyl)-ButanaMide may have potential applications in the pharmaceutical and chemical industries, as it possesses structural features that are commonly found in bioactive molecules and drug candidates. Additionally, the presence of an amide functional group suggests that it may have utility as a building block in organic synthesis for the construction of more complex molecules.

Upstream product

• 340166-80-5 (S)-N-benzyl 2-(N'-t-butoxycarbonylamino)-3,3-dimethylbutanamide 
• 62965-35-9 N-tert-butyloxycarbonyl-L-tert-leucine 
• 100-46-9 benzylamine 
• 20859-02-3 L-tert-Leucine 
• 148743-41-3 2(S)-<<(benzyloxy)carbonyl>amino>-3,3-dimethylbutanoic acid N-hydroxysuccinimido ester 
• 62965-10-0 (S)-N-carbobenzoxy-tert-butylleucine 

Downstream Products

• 479423-19-3 (2S)-N-benzyl-2-isothiocyanato-3,3-dimethylbutanamide 
• 340166-83-8 (S)-2-[3-((1R,2R)-2-Amino-cyclohexyl)-ureido]-N-benzyl-3,3-dimethyl-butyramide 
• 1009643-30-4 N-[3,4,6-tri-O-acetyl-2-N-(allyloxycarbonyl)-2-amino-2-deoxy-β-D-glucopyranosyl]-carbamoyl-L-tert-leucinyl-benzylamide 
• 479423-20-6 N-((1R,2R)-2-NH₂-cyclohexyl)-N'-((S)-CH(t-Bu)CONHBn)thiourea 
• 1490388-03-8 (S)-N-benzyl-2-(3-(3,5-bis(trifluoromethyl)phenyl)thioureido)-3,3-dimethylbutanamide 

Relevant articles and documents

Practical Synthesis of a Soluble Schiff Base Catalyst for the Asymmetric Strecker Reaction

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Study on anti-proliferative activity in cancer cells and preliminary structure–activity relationship of pseudo-peptide chiral thioureas

In our previous studies, we have shown that thiourea compounds containing phosphate esters have potent antitumor activity and can be used as a novel strategy for the development of antitumor agents. Herein, a series of novel phosphonate thioureas 5–38 have been synthesized, which were fully characterized by 1H NMR,13C NMR spectrum, elemental analysis. Three human cancer cell lines (Bcap-37, BGC-823, and PC-3) have been used to investigate these compounds’ antitumor activities. After the summarization of the structure–activity relationships, we found that the variation of R, R1, and R2 in these novel phosphonate thioureas contribute to the antitumor activities. All these SAR-guided efforts may lead to novel antitumor drugs in the market in the near future.

Mechanistic implications of the enantioselective addition of alkylzinc reagents to aldehydes catalyzed by nickel complexes with α-amino amide ligands

The enantioselective alkylation of aldehydes catalysed by nickel(ii)-complexes derived from α-amino amides was studied by means of density functional theory (DFT) and ONIOM (B3LYP:UFF) calculations. A mechanism was proposed in order to investigate the origin of enantioselectivity. The chirality-determining step for the alkylation was the formation of the intermediate complexes with the involvement of a 5/4/4-fused tricyclic transition state. The predominant products predicted theoretically were of (S)-configuration, in good agreement with experimental observations. The scope of the reaction was examined and high yields and enantioselectivities were observed for the enantioselective addition of Et2Zn and Me2Zn to aromatic and aliphatic aldehydes.