173397-90-5

Upstream product

• 112741-70-5 (1'S,2'R)-ethyl N-(tert-butyloxycarbonyl)-N-(1',2'-diphenyl-2'-hydroxyethyl)glycinate 
• 24424-99-5 di-tert-butyl dicarbonate 
• 112741-73-8 ethyl (1'R,2'S)-N-tert-butyloxycarbonyl-N-(1',2'-diphenyl-2'-hydroxyethyl)glycinate 
• 530-36-9 (1R,2R)-2-amino-1,2-diphenylethane-1-ol 
• 23364-44-5 (1S,2R)-2-Amino-1,2-diphenylethanol 
• 112835-62-8 ethyl (1'R,2'S)-N-(1',2'-diphenyl-2'-hydroxyethyl)glycinate 
• 441-38-3 benzoin oxime 
• 119-53-9 2-hydroxy-2-phenylacetophenone 
• 530-36-9 2-amino-1,2-diphenylethanol 
• 100678-82-8 2-((1S,2R)-2-hydroxy-1,2-diphenylethylamino)acetic acid ethyl ester 
• 23190-16-1 (1R,2S)-2-Amino-1,2-diphenylethanol 

Downstream Products

• 120133-42-8 (3S,5S,6R)-4-tert-butoxycarbonyl-5,6-diphenyl-3-(1'-propynyl)-2,3,5,6-tetrahydro-1,4-oxazin-2-one 
• 120133-43-9 (3S,5S,6R)-4-tert-butoxycarbonyl-5,6-diphenyl-3-(1'-pentynyl)-2,3,5,6-tetrahydro-1,4-oxazin-2-one 
• 120133-44-0 (3S,5S,6R)-4-tert-butoxycarbonyl-5,6-diphenyl-3-(1'-octynyl)-2,3,5,6-tetrahydro-1,4-oxazin-2-one 
• 120133-45-1 (3S,5S,6R)-4-tert-butoxycarbonyl-5,6-diphenyl-3-<((4'-tert-butyldimethylsilyl)oxy)but-1'-yne>-2,3,5,6-tetrahydro-1,4-oxazin-2-one 
• 335386-73-7 ((E)-(R)-1-Formyl-pent-3-enyl)-carbamic acid tert-butyl ester 
• 334994-39-7 ((E)-(R)-1-Hydroxymethyl-pent-3-enyl)-carbamic acid tert-butyl ester 
• 90600-20-7 (2S)-2-[(tert-butoxycarbonyl)amino]pent-4-enoic acid 
• 1263048-45-8 (3S,5S,6R)-tert-butyl 3-methyl-2-oxo-3-(pent-4-enyl)-5,6-diphenylmorpholine-4-carboxylate 
• 1263048-46-9 (S)-2-(tert-butoxycarbonyl)amino-2-methylhept-6-enoic acid 
• 87325-47-1 (2S)-2-tert-butoxycarbonylamino-4-methyl-4-pentenoic acid 
• 143140-30-1 (3R,5R,6S)-3-Benzyl-2-oxo-5,6-diphenyl-morpholine-4-carboxylic acid tert-butyl ester 
• 143140-32-3 (3R,5R,6S)-4-tert-butoxycarbonyl-5,6-diphenyl-3-(1-prop-2-enyl)morpholin-2-one 
• 143140-34-5 (S)-2-Benzyl-2-tert-butoxycarbonylamino-pent-4-enoic acid 
• 143140-35-6 (S)-N-(tert-butoxycarbonyl)-α-allyl-phenylalanine methyl ester 

Relevant academic research and scientific papers

Chiral morphine quinoline compound preparation method and chiral amino acid preparation method of compound

The invention provides chiral morpholine compounds. The structural general formula of the chiral morpholine compounds is as shown in the description. The invention further comprises a preparation method of the chiral morpholine compounds. The chiral morpholine compounds are prepared by using benzoin as a starting material, performing reductive amination, and performing chemical resolution on enantiomers and acid-catalyzed ester condensation reaction. The invention further provides amino acid compounds prepared from the chiral morpholine compounds, and a preparation method and application of the amino acid compounds.

Stabilized alpha helical peptides and uses thereof

Novel polypeptides and methods of making and using the same are described herein. The polypeptides include cross-linking (“hydrocarbon stapling”) moieties to provide a tether between two amino acid moieties, which constrains the secondary structure of the polypeptide. The polypeptides described herein can be used to treat diseases characterized by excessive or inadequate cellular death.

STITCHED POLYPEPTIDES

The present invention provides inventive stitched polypeptides, pharmaceutical compositions thereof, and methods of making and using inventive stitched polypeptides.

Monosubstituted alkenyl amino acids for peptide "stapling"

Alkenylglycine amino acids were assessed as potential candidates for hydrocarbon stapling and shown to be effective in stapling of the BID BH3 peptide.

An improved synthesis of optically pure 4-Boc-5,6-diphenylmorpholin-2-one and 4-Cbz-5,6-diphenylmorpholin-2-one

A convenient synthesis of optically pure 4-Boc-5,6-diphenylmorpholin-2-one and 4-Cbz-5,6-diphenylmorpholin-2-one by reaction of (+)- or (-)-2-amino-1,2-diphenylethanol with ethyl bromoacetate, followed by N-protection, and p-TsOH-mediated ring-closure is

Diastereoselective intermolecular radical addition to nitrones

The intermolecular radical addition to chiral nitrones 2, 4, 5, and 16 was studied. The isopropyl radical addition to Oppolzer's camphorsultam derivative 2 of glyoxylic nitrone proceeded with excellent diastereoselectivity to give the desired isopropylated product 3a accompanied by the diisopropylated product 3b. A high degree of stereocontrol in the reaction of cyclic nitrone 4 was achieved. The ethyl radical addition to nitrone 4 with triethylborane afforded the desired ethylated product 9a accompanied by the diethylated product 10a and the ethylated nitrone 11a. To evaluate the utility of cyclic nitrone 4, several alkyl radicals were employed in the addition reaction, which afforded the alkylated products 9b-d with excellent diastereoselectivities. In the presence of Mg(ClCO4)2, the ethyl radical addition to BIGN 16 afforded selectively syn isomers. In contrast, the alkyl radical addition to 16 took place even in the absence of Lewis acid to give anti isomers.

Practical Asymmetric Syntheses of α-Amino Acids through Carbon-Carbon Bond Constructions on Electrophilic Glycine Templates

The optically active D- and L-erythro-4-(benzyloxycarbonyl)-5,6-diphenyl-2,3,5,6-tetrahydro-4H-1,4-oxazin-2-ones (3) and D- and L-erythro-4-(tert-butoxycarbonyl)-5,6-diphenyl-2,3,5,6-tetrahydro-4H-1,4-oxazin-2-ones (3) can be efficiently brominated to serve as electrophilic glycine templates for the asymmetric synthesis of amino acids.It was found that coupling to these templates can proceed with either net retention or net inversion of stereochemistry.The final deblocking to the amino acids is accomplished with either dissolving-metal reduction or catalytic hydrogenolysis.The syntheses of β-ethyl aspartic acid, norvaline, allylglycine, alanine, norleucine, homophenylalanine, p-methoxyhomophenylalanine, cyclopentylglycine, and cyclopentenylglycine and a formal synthesis of clavalanine are described.In addition, the direct asymmetric syntheses of N-t-BOC-allylglycine and N-t-BOC-cyclopentenylglycine are described.