超大现代农业集团邮箱:TRK-710 [CAS:173903-27-0]合成路线图解??有机化学网

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Chemical Name： (SP-4-3)-[3-Acetyl-5(S)-methyl-2,4(3H,5H)-furandionato-O3,O4][1(R),2(R)-cyclohexanediamine-N,N]platinum(1+) salt with 3-acetyl-5(S)-methyl-2,4(3H,5H)-furandione (1:1) Generic Name： TRK-710;TRK-710 Other Names： TRK-710 CAS： 173903-27-0 Related CAS： 180981-07-1 (cation), 173903-41-8 (hexafluorophosphate salt), 173903-42-9 (perchlorate salt), 17390 Formula： C₂₀H₂₈N₂O₈Pt Mole Weight： 619.54476 structure： Company： Toray (Originator) Usage： Oncolytic Drugs, Platinum Complexes Route 1 TRK-710 was synthesized by reaction of [1(R),2(R)-cyclohexanediamine-N,N]dihydroxoplatinum(II), (I), with 3-acetyl-5(S)-methyltetrahydrofuran-2,4-dione (II) in water. Intermediates: Serial No. 3-amino-6-(2,3-dichlorophenyl)-1,2,4-triazin-5-ylamine (I) 3-amino-6-(2,3-dichlorophenyl)-2-isopropyl-2,3-dihydro-1,2,4-triazin-5-ylamine (II) Reference 1:     Hoshi, A.; Casta?er, J.; TRK-710. Drugs Fut 1997, 22, 1, 38. Reference 2:     Hata, G.; Mutoh, M.; Hashimoto, H. (Toray Industries, Inc.); Novel platinum(II) complex and drug for treating malignant tumor. EP 0457921; JP 1991500696; US 5302587; WO 9109041 .
Route 2 TRK-710 was synthesized by reaction of the platinum complex (I) with 3-acetyl-4-hydroxy-5(S)-methylfuran-2(5H)-one (II) by means of silver sulfate and barium hydroxide in water. Intermediates: Serial No. (1R)-1-[(2R,5R)-5-(benzyloxy)tetrahydro-2-furanyl]-1-tridecanol (I) (1S,3Z,8S,9S,10R,11R)-9-(benzyloxy)-11-[[tert-butyl(dimethyl)silyl]oxy]-13-hydroxy-8,10,12,12-tetramethyl-1-[(E)-1-methyl-2-(2-methyl-1,3-thiazol-4-yl)ethenyl]-3-tridecenyl acetate (II) Reference 1:     Kawai, H.; et al.; Synthesis and platinum complexes containing 3-acyltetronic acid derivatives as ligand and its antitumor activity. Symp Med Chem 1999, Abst 2P-21.
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