反应 #742305

ord-56d77f30f125434db7ea422429a2245c

反应方程式

CC(=O)OCc1cc([C@H]2O[C@@H](n3cnc4c(NCC(c5ccccc5)c5ccccc5)nc(Cl)nc43)[C@H](OC(C)=O)[C@H]2OC(C)=O)on1
acetic acid (2R,3R,4S,5S)-4-acetoxy-5-(3-acetoxymethyl-isoxazol-5-yl)-2-[2-chloro-6-(2,2-diphenyl-ethylamino)-purin-9-yl]-tetrahydro-furan-3-yl ester
O=C([O-])[O-].[K+].[K+]
potassium carbonate
→
OCc1cc([C@H]2O[C@@H](n3cnc4c(NCC(c5ccccc5)c5ccccc5)nc(Cl)nc43)[C@H](O)[C@@H]2O)on1
titled compound
OCc1cc([C@H]2O[C@@H](n3cnc4c(NCC(c5ccccc5)c5ccccc5)nc(Cl)nc43)[C@H](O)[C@@H]2O)on1
(2R,3R,4S,5S)-2-[2-Chloro-6-(2,2-diphenyl-ethylamino)-purin-9-yl]-5-(3-hydroxymethyl-isoxazol-5-yl)-tetrahydro-furan-3,4-diol

反应物

CC(=O)OCc1cc([C@H]2O[C@@H](n3cnc4c(NCC(c5ccccc5)c5ccccc5)nc(Cl)nc43)[C@H](OC(C)=O)[C@H]2OC(C)=O)on1
acetic acid (2R,3R,4S,5S)-4-acetoxy-5-(3-acetoxymethyl-isoxazol-5-yl)-2-[2-chloro-6-(2,2-diphenyl-ethylamino)-purin-9-yl]-tetrahydro-furan-3-yl ester
O=C([O-])[O-].[K+].[K+]
potassium carbonate

试剂

无

溶剂

ClCCl.O
DCM water
CO.ClC(Cl)Cl
MeOH chloroform

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    其他the organic portion is separated
  2. 2
    浓缩The organic portion is concentrated in vacuo

实验过程

A solution of acetic acid (2R,3R,4S,5S)-4-acetoxy-5-(3-acetoxymethyl-isoxazol-5-yl)-2-[2-chloro-6-(2,2-diphenyl-ethylamino)-purin-9-yl]-tetrahydro-furan-3-yl ester (Step CG1) in MeOH/chloroform (3:1 MeOH/chloroform) is treated with saturated potassium carbonate solution. After stirring at RT overnight, the reaction is diluted with DCM/water and the organic portion is separated. The organic portion is concentrated in vacuo to afford the titled compound.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US08071565B2uspto-grants-2011_12