133010-06-7

Upstream product

• 13734-34-4 N-tert-butoxycarbonyl-L-phenylalanine 

Downstream Products

• 15136-29-5 (S)-methyl 2-((S)-2-((tert-butoxycarbonyl)amino)-3-phenylpropanamido)propanoate 
• 72155-45-4 Boc-L-phenylalaninal 
• 244089-24-5 4-Benzyloxy-2,6-bis(N-tert-butoxycarbonyl-L-phenylalaninylamino)pyridine 
• 203873-71-6 N-allyl-tert-butyloxycarbonyl-L-phenylalaninyl-L-phenylalanine methyl ester 
• 87694-53-9 Boc-Phe-OH N,O-dimethyl hydroxamate 
• 917252-91-6 R-2,2-dimethyl-3-(N-(1,1-dimethylethoxycarbonyl)-L-phenylalanyl)tetrahydrothiazole-4-carboxylic acid 
• 916049-27-9 1-(2-tert-butoxycarbonylamino-3-phenylpropionyl)-5-(dimethylphenylsilyl)pyrrolidine-2-carboxylic acid methyl ester 
• 429684-95-7 1-(2-tert-butoxycarbonylamino-3-phenylpropionyl)-5-methoxypyrrolidine-2-carboxylic acid methyl ester 
• 917253-06-6 R-2,2-dimethyl-3-(N-(1,1-dimethylethoxycarbonyl)-L-phenylalanyl)-N-(2-(4-nitrophenyl)ethyl)tetrahydrothiazole-4-carboxamide 
• 917253-02-2 pentafluorophenyl R-2,2-dimethyl-3-(N-(1,1-dimethylethoxycarbonyl)-L-phenylalanyl)tetrahydrothiazole-4-carboxylate 
• 135884-98-9 (3S)-N-(1'S-benzyl-1'-carbomethoxy)methyl-3-benzyl-1,4-diaza-2-oxocyclohexane 
• 212612-64-1 (3S)-3-benzyl-4-tert-butyloxycarbonyl-1-(1'S-benzyl-1'-carbomethoxy)methyl-1,4-diaza-2-oxocyclohexane 
• 270257-61-9 (3S)-3-benzyl-4-tert-butyloxycarbonyl-5-hydroxy-1-(1'S-benzyl-1'-carbomethoxy)methyl-1,4-diaza-2-oxocyclohexane 
• 1058149-27-1 C₃₃H₄₅N₅O₆ 

Relevant academic research and scientific papers

Rapid and column-free syntheses of acyl fluorides and peptides usingex situgenerated thionyl fluoride

Thionyl fluoride (SOF2) was first isolated in 1896, but there have been less than 10 subsequent reports of its use as a reagent for organic synthesis. This is partly due to a lack of facile, lab-scale methods for its generation. Herein we report a novel protocol for theex situgeneration of SOF2and subsequent demonstration of its ability to access both aliphatic and aromatic acyl fluorides in 55-98% isolated yields under mild conditions and short reaction times. We further demonstrate its aptitude in amino acid couplings, with a one-pot, column-free strategy that affords the corresponding dipeptides in 65-97% isolated yields with minimal to no epimerization. The broad scope allows for a wide range of protecting groups and both natural and unnatural amino acids. Finally, we demonstrated that this new method can be used in sequential liquid phase peptide synthesis (LPPS) to afford tri-, tetra-, penta-, and decapeptides in 14-88% yields without the need for column chromatography. We also demonstrated that this new method is amenable to solid phase peptide synthesis (SPPS), affording di- and pentapeptides in 80-98% yields.

HETEROAROMATIC DERIVATIVES AND PHARMACEUTICAL APPLICATIONS THEREOF

Provided herein are novel heteroaromatic derivatives, or a stereoisomer, a geometric isomer, a tautomer, an N-oxide, a hydrate, a solvate, a prodrug, a pharmaceutically acceptable salt or a prodrug thereof, and pharmaceutical compositions containing such compounds. Also provided herein are uses of such compounds or pharmaceutical compositions thereof in the manufacture of a medicament for treating respiratory diseases, especially chronic obstructive pulmonary disease (COPD).

Synthesis and structural characterization of 2:1 [α/aza]-oligomers

The design of a new β-turn inducer is correlated to the discovery of new foldamers. In this paper, we report the liquid phase synthesis of 2:1 [α/aza]-oligomers using a convergent Boc strategy. The NMR, FTIR, restrained molecular dynamics and X-ray diffra

Unified azoline and azole syntheses by optimized aza-wittig chemistry

Intramolecular aza-Wittig ring closures were applied to synthesize thiazolines, oxazolines, and imidazolines from β-azido thioester, ester, and amide precursors. The cyclization precursors were obtained from amino acid derivatives. Optimized conditions fo

Catalytic enantioselective one-pot aminoborylation of aldehydes: A strategy for construction of nonracemic α-amino boronates

We report a strategy for the conversion of aldehydes to enantiomerically enriched α-amino boronates through the intermediacy of in situ-generated silylimines. This transformation is brought about by Pt-catalyzed asymmetric addition of B2(pin)s

Facile formation of N-acyl-oxazolidinone derivatives using acid fluorides

A mild method is presented for the formation of N-acylated oxazolidinones that employs acid fluorides and mild bases, such as iPr 2NEt and NEt3. Optimized reaction conditions for two types of substrates have been developed utilizing either the oxazolidinone itself or the corresponding in situ generated O-silyloxazolidinones resulting in the formation of the desired N-acylated products in high yields of up to 98%.

SUBSTITUTED HYDANTOINS

This invention relates to compounds of formula I: or pharmaceutically acceptable salts thereof, wherein R1, R2, R3, R4, R5, and R6 are described in this application. These compounds inhibit the enzymes MEK 1 and MEK2, protein kinases that are components o

Original and efficient synthesis of 2:1-[α/aza]-oligomer precursors

The preparation of 2:1-[α/aza]-oligomer precursors is described via Mitsunobu and exchange of protecting groups protocols in four steps in good yields starting from N-tert-butyloxycarbonylaminophtalimide. Conformational studies showed that these building blocks further led to β-turn-like folded 2:1-[α/aza]-trimer which suggests that they are good candidates to form foldamers.

Effects of steric bulk and stereochemistry on the rates of?diketopiperazine formation from N-aminoacyl-2,2-dimethylthiazolidine-4-carboxamides (Dmt dipeptide amides)-a model for a new prodrug linker system

A peptide-like self-immolative molecular clip is required for release of active drugs from prodrugs by endopeptidases. Upon cleavage from the carrier, this clip must collapse and release the drug rapidly. A series of aminoacyl-5,5-dimethylthiaproline (Aaa

Building functionalized peptidomimetics: Use of electroauxiliaries for introducing N-acyliminium ions into peptides

A series of silyl-substituted amino acids have been synthesized, inserted into peptides, and then employed as precursors for oxidatively generating reactive N-acyliminium ions. Both electrochemical and chemical oxidation procedures have been employed. N-Acyliminium ion generation in a solid-phase substrate as well as application to a small library of functionalized dipeptides has been demonstrated. Limitations in terms of how electron-rich the silyl groups can be as well as the compatibility of multiple silyl groups within a longer peptide are defined.