新产品编号:378607

Chemical Name: (?-cis-3-Phenyl-4-[4-[2-(1-pyrrolidinyl)ethylsulfanyl]phenyl]-3,4-dihydro-2H-1-benzopyran-7-ol hydrochloride
CAS No. 207294-76-6 ((-)-cis-isomer), 207295-32-7 ((+)-cis-isomer)
项目整合开发状态: Preclinical
项目研究机构: Novo Nordisk (Originator)
合成路线:The previously described 4-hydroxyphenyl chromane derivative (I) was converted to the 4-sulfanylphenyl analogue (IV) via the following sequence.Condensation of the sodium salt of phenol (I) with N,N-dimethylthiocarbamoyl chloride gave the O-aryl thiocarbamate (II),which underwent further thermal rearrangement to the S-aryl thiocarbamate (III) in diphenyl ether at 260 C.Reductive cleavage of thiocarbamate (III) using LiAlH4 gave rise to thiophenol (IV).Subsequent alkylation of (IV) with N-(2-chloroethyl)pyrrolidine (V) yielded thioether (VI).The methyl ether function of (VI) was then cleaved by heating with pyridine hydrochloride,and the resultant compound was finally isolated as the corresponding hydrochloride salt.