• English
  • 简体中文
Login Register
Current Location: Home > Feedback Help Print

【结 构 式】

【分子编号】35818

【品名】bis(4-fluorophenyl) carbonate

【CA登记号】

【 分 子 式 】C13H8F2O3

【 分 子 量 】250.2015264

【元素组成】C 62.41% H 3.22% F 15.19% O 19.18%

与该中间体有关的原料药合成路线共 1 条

合成路线1

该中间体在本合成路线中的序号:(X)

2,5-Bis(p-bromophenyl)furan (II) was prepared by cyclodehydration of diketone (I) in refluxing acetic anhydride. Displacement of both bromine atoms by copper(I) cyanide in boiling quinoline generated the dicyano derivative (V). Alternatively, furan (V) was prepared by addition of p-cyanobenzaldehyde (III) to divinyl sulfone (IV) in the presence of a thiazolium catalyst. After conversion of the cyano groups of (V) into bis-imidate (VI), reaccion with ethanolic ammonia furnished amidine (VII). The stable symmetrical carbonate (X) was obtained by reaction of p-fluorophenyl chloroformate (VIII) with p-fluorophenol (IX) in the presence of pyridine. Finally, reaction of the bis(amidine) compound (VII) with carbonate (X) yielded the title compound.

1 Kawada, A.; Aragane, Y.; Maeda, A.; Tezuka, T.; Heterocycl Commun 1996, 2, 2, 135-140.
2 Das, B.P.; Boykin, D.W.; Synthesis and antiprotozoal activity of 2,5-bis (4-guanylphenyl) furans. J Med Chem 1977, 20, 4, 531-536.
3 Rahmathullah, S.M.; et al.; Prodrugs for amidines: Synthesis and anti-Pneumocystis carinii activity of carbamates of 2,5-bis(4-amidinophenyl)furan. J Med Chem 1999, 42, 19, 3994.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(I) 35811 1,4-bis(4-bromophenyl)-1,4-butanedione C16H12Br2O2 详情 详情
(II) 35812 2,5-bis(4-bromophenyl)furan C16H10Br2O 详情 详情
(III) 17552 4-formylbenzonitrile; 4-Cyanobenzaldehyde 105-07-7 C8H5NO 详情 详情
(IV) 35813 divinyl sulfone; dioxo(divinyl)-lambda(6)-sulfane 77-77-0 C4H6O2S 详情 详情
(V) 35814 4-[5-(4-cyanophenyl)-2-furyl]benzonitrile C18H10N2O 详情 详情
(VI) 35815 ethyl 4-(5-[4-[ethoxy(imino)methyl]phenyl]-2-furyl)benzenecarboximidoate C22H22N2O3 详情 详情
(VII) 35816 4-(5-[4-[amino(imino)methyl]phenyl]-2-furyl)benzenecarboximidamide C18H16N4O 详情 详情
(VIII) 35817 1-[(chlorocarbonyl)oxy]-4-fluorobenzene 38377-38-7 C7H4ClFO2 详情 详情
(IX) 19639 4-fluorophenol 371-41-5 C6H5FO 详情 详情
(X) 35818 bis(4-fluorophenyl) carbonate C13H8F2O3 详情 详情
Extended Information