beta-Alethine, Beta LT, Betathine
N-巯基乙基-3-氨基丙酰胺二硫化物Chemical Name: N,N'-(Dithio-di-2,1-ethanediyl)bis[3-aminopropionamide]
CAS No. 646-08-2
项目整合开发状态: Phase I/II
项目研究机构: Dovetail (Orphan Drug), University of New Mexico (Originator), Dovetail (Licensee), LifeTime (Licensee)
合成路线:Also alternatively,the condensation of benzyloxycarbonyl-beta-alanine (VIII) with dimeric cystamine (IX) by the activated ester method gives the protected cystamine intermediate (X),which is finally deprotected with HBr in acetic acid.
📌 参考资料/链接：
参考文献标题:Novel disulfides and thiol cpds.
文献作者:Lednicer,D.; Murray,C.K.; Daughenbaugh,R.J.; Taub,F.E.(Dovetail Technologies Inc.)
参考来源:JP 2002503700; US 2001008933; US 6414114; WO 9942097; WO 9942116
📄 详细内容
合成路线:The reaction of disulfide (I) with sodium azide in DMSO gives the bis azido derivative (II),which is finally reduced with PPh3 in THF/water to afford the target beta-alanine derivative.Alternatively,the condensation of N-(tert-butoxycarbonyl)-beta-alanine (III) with S-acetyl-cysteamine (IV) by means of DCC in ethyl acetate gives the bet-alaninamide (V),which is deacetylated by means of NaOMe in methanol to yield N-[N-(tert-butoxycarbonyl)-beta-alanyl]cysteamine (VI).The dimerization of (VI) by means of I2 in Ac-OH affords the protected cystamine derivative (VII),which is finally deprotected by means of TFA.
参考文献标题:Synthesis and radioprotective activity of new cysteamine and cystamine derivatives
文献作者:Oiry,J.; Pue,J.Y.; Imbach,J.L.; Fatome,M.; Sentenac-Roumanou,H.; Lion,C.
参考来源:J Med Chem 1986,29(11),2217
合成路线:The reaction of disulfide (I) with sodium azide in DMSO gives the bis azido derivative (II),which is finally reduced with PPh3 in THF/water to afford the target beta-alanine derivative.Alternatively,the condensation of N-(tert-butoxycarbonyl)-beta-alanine (III) with S-acetyl-cysteamine (IV) by means of DCC in ethyl acetate gives the bet-alaninamide (V),which is deacetylated by means of NaOMe in methanol to yield N-[N-(tert-butoxycarbonyl)-beta-alanyl]cysteamine (VI).The dimerization of (VI) by means of I2 in Ac-OH affords the protected cystamine derivative (VII),which is finally deprotected by means of TFA.
参考文献标题:Investigating the role of the geminal dimethyl groups of coenzyme A: Synthesis and studies of a didemethyl analogue
文献作者:Vogel,K.W.; Stark,L.M.; Mishra,P.K.; Yang,W.; Drueckhammer,D.G.
参考来源:Bioorg Med Chem 2000,8(10),2451
产品链接: CAS No. 646-08-2››