420837-91-8

Basic information

• Product Name: 2-Hexenoic acid, 5-[[(1,1-dimethylethoxy)carbonyl]amino]-3-methyl-4-[(methylsulfonyl)oxy] -6-phenyl-, 1,1-dimethylethyl ester, (2E,4S,5R)-
• CAS NO: 420837-91-8
• Molecular Formula: C23H35NO7S
• Molecular Weight: 469.599
• Mol File: 420837-91-8.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 2-Hexenoic acid, 5-[[(1,1-dimethylethoxy)carbonyl]amino]-3-methyl-4-[(methylsulfonyl)oxy] -6-phenyl-, 1,1-dimethylethyl ester, (2E,4S,5R)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Hexenoic acid, 5-[[(1,1-dimethylethoxy)carbonyl]amino]-3-methyl-4-[(methylsulfonyl)oxy] -6-phenyl-, 1,1-dimethylethyl ester, (2E,4S,5R)-(420837-91-8)
• EPA Substance Registry System: 2-Hexenoic acid, 5-[[(1,1-dimethylethoxy)carbonyl]amino]-3-methyl-4-[(methylsulfonyl)oxy] -6-phenyl-, 1,1-dimethylethyl ester, (2E,4S,5R)-(420837-91-8)

Safety Data

• Hazardous Substances Data: 420837-91-8(Hazardous Substances Data)

Upstream product

• 420837-80-5 (3R,4R)-O-acetyl-4-[N-(tert-butoxycarbonyl)amino]-2-methyl-5-phenylpent-1-en-3-ol 
• 420837-78-1 (3R,4R)-4-[N-(tert-butoxycarbonyl)amino]-2-methyl-5-phenylpent-1-en-3-ol 
• 482374-27-6 (1-benzyl-2-hydroxy-3-methyl-but-3-enyl)-carbamic acid tert-butyl ester 
• 77119-85-8 N-(tert-butoxycarbonyl)-D-phenylalaninal 
• 19901-50-9 methyl (2R)-2-(t-butoxycarbonylamino)-3-phenylpropionate 
• 106454-69-7 N-tert-butoxycarbonyl-D-Phenylalaninol 
• 124-63-0 methanesulfonyl chloride 
• 420837-90-7 tert-butyl (4S,5R,2E)-5-[N-(tert-butoxycarbonyl)amino]-4-hydroxy-3-methyl-6-phenylhex-2-enoate 
• 461696-75-3 tert-butyl (4S,5R,2E)-4-acetoxy-5-[N-(tert-butoxycarbonyl)amino]-3-methyl-6-phenylhex-2-enoate 
• 461696-74-2 tert-butyl (4R,5R,2E)-4-acetoxy-5-[N-(tert-butoxycarbonyl)amino]-3-methyl-6-phenylhex-2-enoate 
• 420837-88-3 tert-butyl (4R,5R,2E)-5-[N-(tert-butoxycarbonyl)amino]-4-hydroxy-3-methyl-6-phenylhex-2-enoate 
• 420837-86-1 (3S,4R)-O-acetyl-4-[N-(tert-butoxycarbonyl)amino]-2-methyl-5-phenylpent-1-en-3-ol 
• 420837-83-8 (3S,4R)-4-[N-(tert-butoxycarbonyl)amino]-2-methyl-5-phenylpent-1-en-3-ol 

Downstream Products

• 420837-96-3 tert-butyl (2S,5R,3Z)-5-[N-(tert-butyloxycarbonyl)amino]-3-methyl-2-methylethyl-6-phenylhex-3-enoate 

Relevant articles and documents

Diastereoselective synthesis of new psi[(E)-CH=CMe]- and psi[(Z)-CH=CMe]-type alkene dipeptide isosteres by organocopper reagents and application to conformationally restricted cyclic RGD peptidomimetics.

Diastereoselective synthesis of new psi[(E)-CH=CMe]- and psi[(Z)-CH=CMe]-type alkene dipeptide isosteres corresponding to dipeptides having one N-methylamino acid, and application to bioactive peptides, are described. In a key reaction introducing the chiral alpha-alkyl group of the isosteres, organocopper-mediated alkylation of syn-beta-methylated gamma-mesyloxy-alpha,beta-enoate 26a afforded E- and Z-isomers of anti-S(N)2' products in a solvent-dependent manner. The resulting two isosteres, D-Phe-psi[(E)-CH=CMe]-L-Val 27a and D-Phe-psi[(Z)-CH=CMe]-L-Val 28b, which corresponded to trans- and cis-conformers of D-Phe-L-MeVal, respectively, were utilized in a structure-activity relationship study on cyclic RGD peptides 1 and 2, in company with a psi[(E)-CH=CH]-type alkene dipeptide isostere, D-Phe-psi[(E)-CH=CH]-L-Val. The cyclic isostere-containing pseudopeptides 3, 4, and 40 were synthesized and biological activity against integrin alpha(V)beta(3) and alpha(IIb)beta(3) receptors were also evaluated.