1025903-77-8

Basic information

• Product Name: (2S,4S)-2-{4-[(2-Amino-4-oxo-3,4-dihydro-pteridin-6-ylmethyl)-(2,2,2-trifluoro-acetyl)-amino]-benzoylamino}-4-fluoro-pentanedioic acid di-tert-butyl ester
• CAS NO: 1025903-77-8
• Molecular Weight: 667.617
• Mol File: 1025903-77-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (2S,4S)-2-{4-[(2-Amino-4-oxo-3,4-dihydro-pteridin-6-ylmethyl)-(2,2,2-trifluoro-acetyl)-amino]-benzoylamino}-4-fluoro-pentanedioic acid di-tert-butyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,4S)-2-{4-[(2-Amino-4-oxo-3,4-dihydro-pteridin-6-ylmethyl)-(2,2,2-trifluoro-acetyl)-amino]-benzoylamino}-4-fluoro-pentanedioic acid di-tert-butyl ester(1025903-77-8)
• EPA Substance Registry System: (2S,4S)-2-{4-[(2-Amino-4-oxo-3,4-dihydro-pteridin-6-ylmethyl)-(2,2,2-trifluoro-acetyl)-amino]-benzoylamino}-4-fluoro-pentanedioic acid di-tert-butyl ester(1025903-77-8)

Safety Data

• Hazardous Substances Data: 1025903-77-8(Hazardous Substances Data)

Upstream product

• 32563-25-0 (2S,4S)-L-threo-4-fluoroglutamic acid 

Relevant articles and documents

Synthesis and biological activity of folic acid and methotrexate analogues containing L-threo-(2S,4S)-4-fluoroglutamic acid and DL-3,3-difluoroglutamic acid

The stereospecific syntheses of L-threo-γ-fluoromethotrexate (1t) and L- threo-γ-fluorofolic acid (3t) are reported. Compounds 1t and 3t have no substrate activity with folylpoly-γ-glutamate synthetase isolated from CCRF- CEM human leukemia cells, and compound It inhibits human dihydrofolate reductase at similar levels as methotrexate. The synthesis of DL-3,3- difluoro-glutamic acid (6) and its incorporation into DL-β,β-difluorofolic acid (4) are also reported. Compound 4 acts as a better substrate for human CCRF-CEM folylpoly-γ-glutamate synthetase than folic acid (V/K = ca. 7-fold greater). Thus, replacement of the glutamate moiety of methotrexate and folic acid with 4-fluoroglutamic acid and 3,3-difluoroglutamic acid results in folates and antifolates with altered polyglutamylation activity.