當前位置: 搜狐彩票是正规的吗 » 資料 » 醫藥中間體庫 » ,C11H18O6,246.2625,3-[(3aR,4R,6R,6aR)-6-Methoxy-2,2-dimethyl

搜狐彩票是正规的吗:,C11H18O6,246.2625,3-[(3aR,4R,6R,6aR)-6-Methoxy-2,2-dimethyl

放大字體  縮小字體 更新日期:2018-11-23  瀏覽次數:134
摘 要:,C11H18O6,246.2625,3-[(3aR,4R,6R,6aR)-6-Methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl]propionic acid
  • 【化學名】3-[(3aR,4R,6R,6aR)-6-Methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl]propionic acid
  • 【CAS登記號】
  • 【結構式】,C11H18O6,246.2625,3-[(3aR,4R,6R,6aR)-6-Methoxy-2,2-dimethyl--藥物合成數據庫
  • 【分子式】C11H18O6
  • 【分子量】246.2625
  • 【來源】
  • 【合成情況】 
  • 〖目標產物〗Sinefungin, Compound-57926, A-9145, Antibiotic 32232RP
  • 〖合成路線〗
  • 〖合成方法〗A total synthesis of (+)-sinefungin has been reported: The reaction of D-ribose (I) with acetone and methanol by means of CuSO4 and a catalytic amount of H2SO4 gives methyl 2,3-O-isopropylidene-beta-D-ribofuranoside (II), which is oxidized to the aldehyde (III) with oxalyl chloride in DMSO/dichloromethane. The Wittig condensation of (III) with triethyl phosphonoacetate (IV) by means of NaH in THF affords the unsaturated ester (V), which is hydrogenated with H2 over Pd/C in ethyl acetate and saponified with LiOH in methanol/water to give the propionic acid (VI). The condensation of (VI) with the chiral oxazolidone (VII) by means of pivaloyl chloride and triethylamine in THF yields the oxalidone (VIII). The stereoselective alkylation of (VIII) with allyl bromide by means of lithium hexamethyldisylazide in THF affords the 2(S)-allyl derivative (IX), which is hydrolyzed with LiOH in THF/water to the corresponding free acid (X). The Curtius degradation of the acid (X) by means of diphenyl phosphorazidate and benzyl alcohol gives the corresponding benzyloxycarbonylamino derivative (XI), which is benzylated with benzyl bromide to the fully protected compound (XII). The ozonolysis of the allyl double bond of (XII) with O3 in methanol/dichloromethane yields the aldehyde (XIII).
  • 〖參考〗Ghosh, A.K.; Liu, W.M.; Total synthesis of (+)-sinefungin. J Org Chem 1996, 61, 18, 6175
 
本文導航:
  • (1) ,C11H18O6,246.2625,3-[(3aR,4R,6R,6aR)-6-Methoxy-2,2-dimethyl
  • 下一篇:鱉甲
  • 上一篇:暫無
 
[ 資料搜索 ]  [ 加入收藏 ]  [ 告訴好友 ]  [ 打印本文 ]  [ 關閉窗口 ]

 

 
推薦圖文
推薦資料
熱門關注