1353660-81-7

Basic information

• Product Name: C₃₇H₄₈N₄O₆
• CAS NO: 1353660-81-7
• Molecular Weight: 644.811
• Mol File: 1353660-81-7.mol

Chemical Properties

• CAS DataBase Reference: C₃₇H₄₈N₄O₆(CAS DataBase Reference)
• NIST Chemistry Reference: C₃₇H₄₈N₄O₆(1353660-81-7)
• EPA Substance Registry System: C₃₇H₄₈N₄O₆(1353660-81-7)

Safety Data

• Hazardous Substances Data: 1353660-81-7(Hazardous Substances Data)

Upstream product

• 20754-20-5 3-p-tolyl-acrylic acid methyl ester 
• 1353660-63-5 C₃₂H₄₂N₄O₇ 
• 1353660-54-4 (2S,3S)-methyl 3-amino-2-methoxy-3-p-tolylpropanoate 
• 1353660-44-2 (2S,3S)-methyl 3-azido-2-methoxy-3-p-tolylpropanoateate 
• 1353660-36-2 (2S,3S)-methyl 3-azido-2-hydroxy-3-p-tolylpropanoate 
• 1353660-73-7 C₄₆H₆₆N₄O₉ 
• 1353660-93-1 C₃₁H₄₀N₄O₇ 

Relevant articles and documents

Synthesis of chondramide a analogues with modified β-tyrosine and their biological evaluation

Starting from cinnamates 9, obtained by Wittig reaction or Heck coupling, the diols 17 were prepared by asymmetric dihydroxylation. This was followed by a regioselective substitution of the 3-OH group with hydrazoic acid under Mitsunobu conditions. Methylation of the 2-OH group and reduction of the azide group led to the β-tyrosine derivatives 8. Condensation with the dipeptide acid 6 furnished the tripeptide part of the chondramides. The derived acids 21 were combined with the hydroxy ester 7 to the esters 22. Cleavage of the tert-butyl groups and intramolecular lactam formation gave rise to the chondramide A analogues 2 b-k. Growth inhibition assays showed most of the analogues to be biologically active. Some of them even reach the activity of jasplakinolide. It can be concluded that the 4-position of the aryl ring in the β-tyrosine of chondramide A tolerates structural modifications quite well.