130680-68-1

Upstream product

• 67-56-1 methanol 
• 621-84-1 O-benzyl carbamate 
• 156-06-9 2-oxo-3-(phenyl)propionic acid 
• 100945-15-1 N-(benzyloxycarbonyl)phosphonoglycine trimethyl ester 
• 100-52-7 benzaldehyde 
• 207396-31-4 (2S,3R)-N-benzyloxycarbonyl-3-phenylserine methyl ester 
• 1191124-96-5 N-benzyloxycarbonyl-α-(diphenylphosphono)glycine methyl ester 
• 501-53-1 benzyl chloroformate 
• 80182-99-6 β-hydroxyphenylalanine methyl ester hydrochloride 
• 95427-56-8 Z-D,L-Phe(β-OH)-OMe 

Downstream Products

• 35909-92-3 N-carbobenzoxy-L-phenylalanine methyl ester 
• 37440-07-6 methyl (R)-2-(benzyloxycarbonylamino)-3-phenylpropanoate 
• 154700-92-2 ((Z)-1-Hydroxymethyl-2-phenyl-vinyl)-carbamic acid benzyl ester 
• 1353642-84-8 Z-Z-ΔPhe(β-Br)-OMe 
• 1353643-02-3 Z-N(Et)-Z-ΔPhe(β-Br)-OMe 
• 1414376-58-1 C₂₀H₂₁NO₄ 
• 1414376-65-0 C₂₉H₃₀N₂O₅ 
• 1414376-63-8 C₁₉H₁₉NO₄ 
• 154700-99-9 ((Z)-1-Formyl-2-phenyl-vinyl)-carbamic acid benzyl ester 
• 918827-43-7 (Z)-2-Benzyloxycarbonylamino-3-iodo-3-phenyl-acrylic acid methyl ester 

Relevant academic research and scientific papers

Silver-Promoted Direct Phosphorylation of Bulky C(sp2)-H Bond to Build Fully Substituted β-Phosphonodehydroamino Acids

A general and practical cross-dehydrogenative coupling protocol between readily available trisubstituted α,β-dehydro α-amino carboxylic esters and H-phosphites is described. This C(sp2)-H phosphorylation reaction proceeds with absolute Z-selectivity promoted by silver salt in a radical relay manner. The bulky tetrasubstituted β-phosphonodehydroamino acids were obtained in grams and added new modules to the toolkit for peptide modifications.

Stereoselective Synthesis of (E)-α,β-dehydroamino acid esters

Dehydroamino acid (Dhaa) is recognized as a useful tool or substrate for amino acid and peptide research. Although the stereoselective synthesis of the thermodynamically more stable Z-Dhaa has been well examined and established, the stereoselective synthesis of E-Dhaa has still remained to be a challenging synthetic task. In this paper, a stereoselective synthesis of E-Dhaa esters using a new (α-diphenylphosphono)glycine is described. The characteristic aspects of the new method are summarized as follows: (i) metal additives play an important role in the promotion of E-stereoselectivities. (ii) the use of NaI was effected for the synthesis of E-Dhaas bearing an aryl substituent and an amino functionality, (iii) MgBr2·OEt2 and ZnCl 2 contributed to improve the E-stereoselective synthesis of E-Dhaas bearing an alkyl substituent and an oxygen functionality, (iv) various protecting and functional groups were compatible under the reaction conditions, and (v) N-Cbz, Boc, and acyl-α-(diphenylphosphono)glycines were served for the stereoselective olefination reaction to provide the corresponding E-Dhaas. A variety of (E)-dehydroamino acid esters were stereoselectively synthesized by using (diphenylphosphono)glycinate. The stereoselectivity was influenced by metal additives. Various (E)-dehydroamino acid esters were prepared by the condensation reaction of the new phosphonates with easily available aldehydes by choosing the appropriate reaction conditions.

Synthesis of new N-ethyl dehydroamino acid derivatives: N-ethyl β,β-dibromo, N-ethyl β-bromo β-substituted, and N-ethyl β,β-disubstituted N-protected dehydroamino acid methyl esters

Recently, we reported the use of a sequence of alkylation and dehydration methodologies to obtain new non-proteinogenic amino acids (N-ethyl α,β-dehydroamino acids) from the methyl esters of N-(4-nitrophenylsulfonyl) β-hydroxy amino acids. Thus, it was possible to obtain for the first time, non-natural amino acids that incorporate both N-ethyl and α,β-dehydro moieties. Herein, we report the application of this N-alkylation procedure to several methyl esters of β,β-dibromo and β-bromo β-substituted dehydroamino acids protected with standard amine protecting groups such as tert-butyloxycarbonyl, benzyloxycarbonyl, and (4-nitrobenzyl)oxycarbonyl, as well as acyl and sulfonyl groups. The procedure allows the synthesis of the methyl esters of N-protected N-ethyl β,β-dibromo and N-ethyl β-bromo β-substituted dehydroamino acids in fair to high yields. Some of these N-ethylated dehydroamino acid derivatives were used as substrates in cross-coupling reactions to give β,β-disubstituted N-ethyldehydroalanine derivatives. N-Ethylation of the methyl esters of β,β-dibromo and β-bromo, β-substituted dehydroamino acids protected with standard amine protecting groups is reported. The procedure allows the corresponding N-ethyl derivatives to be obtained in fair to high yields. These substrates can be applied in cross-coupling reactions, and constitute valuable synthons for the synthesis of N-ethyl derivatives. Copyright

Efficient total synthesis of (-)-kaitocephalin

A highly dlastereoselectlve total synthesis of (-)-kaltocephalln, a novel antagonist of lonotroplc glutamate receptors, was accomplished In 12 steps starting from 5-substltuted proline ester via the aldol reaction with OBO-serlne aldehyde, (E)-selectlve α,β-dehydroamlno acid synthesis using a new HWE reagent, and catalytic hydrogenation.

CHEMICAL COMPOUNDS

The invention provides a new method for treating disorders associated with activation of the Notch signal transduction pathway comprising administering an effective amount of a compound of Formula (I), in free form or in a pharmaceutically acceptable salt

Regioselective synthesis of substituted pyrroles: Efficient palladium-catalyzed cyclization of internal alkynes and 2-amino-3-iodoacrylate derivatives

(Diagram presented) The first efficient and regioselective palladium-catalyzed cyclization of internal alkynes and 2-amino-3-iodoacrylates to give moderate to excellent yields of highly functionalized pyrroles has been developed. This approach is applicab

Novel derivatives of 4,4' dithiobis-(3-aminobutane-1-1-sulfonates) and compositions comprising the same

The invention relates to derivatives of 4,4′-dithiobis-(3-aminobutane-1-sulfonates) of formula (1), of use for the treatment and prevention of primary and secondary arterial hypertension.

NOVEL LACTAMS AND USES THEREOF

Compounds having the formula (I) pharmaceutical compositions containing them and their methods of use for the treatment of neurological disorders related to amyloid ? protein production and neurological disorders such as Alzheimer's disease.. These compounds inhibit γ secretase and thereby inhibit the production of amyloid ? protein, thereby acting to prevent the formation of neurological deposits of amyloid protein.

Stereoselective syntheses of (E)-α,β-dehydroamino acids and (E)-α,β-dehydropeptides by stereospecific dehydration with 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (EDC)

Highly stereoselective syntheses of (E)-α,β-dehydroamino acids and (E)-α,β-dehydropeptides have been achieved in good yields by stereospecific dehydration of threo-β-hydroxy-α-amino acid derivatives using 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (EDC