Rishirilide B

2-蒽羧酸,1,2,3,4-四氢-1,2,8-三羟基-3-甲基-1-(3-甲基丁基)-4-氧基,(1R,2R,3R)-Chemical Name: (+)-(1R*,2R*,3R*)-1,2,8-Trihydroxy-3-methyl-1-(3-methylbutyl)-4-oxo-1,2,3,4-tetrahydroanthracene-2-carboxylic acid
CAS No. 93361-67-2
项目整合开发状态: Biological Testing
项目研究机构: Otsuka (Originator)
合成路线:The cyclization of acetoacetic ester (I) with crotonaldehyde (II) by means of Na and 2-(trimethylsilyl)ethanol (A) in ethyl ether gives the cyclohexenone carboxylic ester (III),which is hydroxylated by means of NaH,Tbdms-OTf and dimethyldioxirane (DMDO) in DMF,yielding the alpha-hydroxy compound (IV).The bromination of (IV) with NBS and AIBN,followed by treatment with Ag2CO3 in acetone/water,affords the diol (V),which is oxidized with DMP to the cyclohexenedione (VI).The cyclization of (VI) with benzocyclobutane (VII) in hot toluene provides the tricyclic dione (VIII),which is aromatized by means of CSA in pyridine/MeOH,furnishing the dihydroanthraquinone (IX).The Grignard condensation of (IX) with isoamylmagnesium bromide (X) in THF gives the adduct (XI),which is finally desilylated by means of TAS-F in THF.