Triethylamine → HCID 131723194、化合物

HRID 1374787ノート

反応式

HRID 1374787 の反応式
[CH3:1][C@@H:2]([OH:12])[C@@H:3]([OH:11])[C@H:4]([O:9][CH3:10])[C@@H:5]([OH:8])[CH:6]=[O:7].[CH3:13][C@H:14]1[O:19][C@@H:18]([OH:20])[CH2:17][C@H:16]([O:21][CH3:22])[C@@H:15]1[OH:23].[Sn](Cl)Cl.C(N(CC)CC)C>ClCCl.FC(F)(F)S([O-])(=O)=O.[Ag+]>[CH3:1][C@@H:2]([OH:12])[C@@H:3]([OH:11])[C@H:4]([O:9][CH3:10])[C@@H:5]([OH:8])[CH:6]=[O:7].[CH3:13][C@H:14]1[O:19][C@@H:18]([OH:20])[CH2:17][C@H:16]([O:21][CH3:22])[C@@H:15]1[OH:23]

参加物

7

反応物 4

HCID 8471TriethylamineHCID 24479Stannous ChlorideHCID 193394AcofrioseHCID 4414172,6-Dideoxy-3-O-methylhexopyranose

生成物 1

HCID 131723194HCID 131723194、化合物収率 15%

試薬・触媒・溶媒 2

HCID 76223Silver(I) trifluoromethanesulfonate触媒HCID 6344Dichloromethane溶媒

反応条件

温度
-15 °C

実験手順

A solution of thevetose (50 A) (1.5 g), cymarose (40) (1.3 g), and molecular sieves 4Å in dichloromethane is stirred at room temperature for 1 hour. The reaction mixture is cooled to −15° C., and tin (II) chloride (0.8 g) and silver trifluoromethanesulphonate (1.1 g) are added. The mixture is stirred at −15° C. for 16 hours, after which triethylamine (0.5 ml) is added. The reaction product is filtered and the dichloromethane is evaporated. The dissaccharide (53) is purified by silica gel column chromatography eluting with ethyl acetate:hexane (2:8), yield 15%.

後処理

  1. filtrationThe reaction product is filtered
  2. customthe dichloromethane is evaporated
  3. customThe dissaccharide (53) is purified by silica gel column chromatography
  4. washeluting with ethyl acetate:hexane (2:8), yield 15%

出典と根拠

ORDレコード
ord-04611babc70d4b59bade074d401835be
出典データセット
uspto-grants-2007_01
特許番号
US07166611B2

反応ノート

読み込み中…