870533-26-9

Basic information

• Product Name: Carbamic acid, [(1S)-2-[(4-methoxyphenyl)amino]-2-oxo-1-(phenylmethyl)ethyl]-, 1,1-dimethylethyl ester
• CAS NO: 870533-26-9
• Molecular Formula: C21H26N2O4
• Molecular Weight: 370.448
• Mol File: 870533-26-9.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Carbamic acid, [(1S)-2-[(4-methoxyphenyl)amino]-2-oxo-1-(phenylmethyl)ethyl]-, 1,1-dimethylethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Carbamic acid, [(1S)-2-[(4-methoxyphenyl)amino]-2-oxo-1-(phenylmethyl)ethyl]-, 1,1-dimethylethyl ester(870533-26-9)
• EPA Substance Registry System: Carbamic acid, [(1S)-2-[(4-methoxyphenyl)amino]-2-oxo-1-(phenylmethyl)ethyl]-, 1,1-dimethylethyl ester(870533-26-9)

Safety Data

• Hazardous Substances Data: 870533-26-9(Hazardous Substances Data)

Upstream product

• 13734-34-4 N-tert-butoxycarbonyl-L-phenylalanine 
• 104-94-9 4-methoxy-aniline 
• 81000-39-7 (S)-2-((tert-butoxycarbonyl)amino)-3-phenylpropanethioic S-acid 

Downstream Products

• 52084-10-3 (2S)-2-amino-N-(4-methoxyphenyl)-3-phenylpropanamide 
• 1246172-74-6 C₁₆H₁₈N₂O₂*ClH 

Relevant articles and documents

Visible Light-Induced Amide Bond Formation

A metal-, base-, and additive-free amide bond formation reaction was developed under an organic photoredox catalyst. This green approach showed excellent functional selectivity without affecting other functional groups such as alcohols, phenols, ethers, esters, halogens, or heterocycles. This method featured a broad substrate scope, good compatibility with water and air, and high yields (≤95%). The potential utilities were demonstrated by the synthesis of important drug molecules such as paracetamol, melatonin, moclobemide, and acetazolamide.

Synthesis and biological evaluation of terminal functionalized thiourea-containing dipeptides as antitumor agents

A series of antitumor agents based on terminal functionalized dipeptide derivatives containing the thiourea moiety were synthesized and evaluated for antiproliferative activity using a panel of cancer cell lines, and the effects and mechanism of apoptosis induction were determined. These compounds exhibited significant selectivity to different cancer cell lines with IC50 values at micromolar concentrations. In particular, compound I-11 appeared to be the most potent compound, with an IC50 = 4.85 ± 1.44 μM against the NCI-H460 cell line, at least partly, by the induction of apoptosis. Mechanistically, compound I-11 induced the activation of caspase-12 and CHOP, which triggered apoptotic signalling via the ROS-dependent endoplasmic reticulum pathway and arrested the cell cycle at the S phase. Thus, we concluded that dipeptide derivatives containing the thiourea moiety terminally functionalized by electron-withdrawing substituents may be potential antitumor agents for further investigation.

Proline-based dipeptides with two amide units as organocatalyst for the asymmetric aldol reaction of cyclohexanone with aldehydes

A series of proline-based dipeptide organocatalysts with two amide units (1-16) have been developed and evaluated in the direct catalytic asymmetric aldol reactions of aldehydes with cyclohexanone. These catalysts showed good solubility in organic solvents compared with their corresponding carboxyl terminal dipeptides. The robust amide bond formation allowed structural modifications and fine tuning of catalyst properties by varying the stereo and electronic effects of the terminal amide to affect the ability of hydrogen bonding formation between the catalysts and the substrates. The reactions proceeded smoothly in high yields (up to 99%), enantioselectivities (up to 98% ee) and anti-diastereoselectivities (up to 99:1) in the presence of bifunctional organocatalyst 4 under the optimal reaction conditions.