Succinic anhydride → HCID 53963029、化合物

HRID 982162

反応式

HRID 982162 の反応式
Cl.[F:2][C:3]1([F:19])[C@H:7]([OH:8])[C@@H:6]([CH2:9][OH:10])[O:5][C@H:4]1[N:11]1[CH:18]=[CH:17][C:15]([NH2:16])=[N:14][C:12]1=[O:13].[C:20]1(=[O:26])[O:25][C:23](=[O:24])[CH2:22][CH2:21]1>N1C=CC=CC=1>[C:23]([CH2:22][CH2:21][C:20]([NH:16][C:15]1[CH:17]=[CH:18][N:11]([C@@H:4]2[O:5][C@H:6]([CH2:9][OH:10])[C@@H:7]([OH:8])[C:3]2([F:2])[F:19])[C:12](=[O:13])[N:14]=1)=[O:26])([OH:25])=[O:24]

参加物

4

反応物 2

HCID 7922Succinic anhydrideHCID 60749Gemcitabine Hydrochloride

生成物 1

HCID 53963029HCID 53963029、化合物収率 105.2%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

Two hundred mg of 2'-deoxy-2',2'-difluorocytidine, hydrochloride, was dissolved in 2 ml of pyridine, and then 134 mg of succinic anhydride was added. The mixture was stirred at ambient temperature for 1.25 hours, and was then concentrated under vacuum. The residue was dissolved in dichloromethane/methanol, and the solution was absorbed on 1.5 g of silica gel, which was then slurried in dichloromethane and loaded on a 4 g silica gel column. The column was eluted with a gradient solvent, starting with dichloromethane and ending with methanol. The product-containing fractions were combined and freeze-dried overnight to obtain 255 mg of product mixture. It was dissolved in 3 ml of 0.01M ammonium acetate, and was chromatographed on a 22 ml mono-Q fast flow column (Pharmacia Inc.), eluting with the ammonium acetate gradient buffer which has previously been described. Evaporation of the product-containing fractions gave 81 mg of a mixture of the mono-acylated products named in the heading.

後処理

  1. concentrationwas then concentrated under vacuum
  2. dissolutionThe residue was dissolved in dichloromethane/methanol
  3. customthe solution was absorbed on 1.5 g of silica gel, which
  4. washThe column was eluted with a gradient solvent
  5. customfreeze-dried overnight

出典と根拠

ORDレコード
ord-7d004f8fccf74db4998e6c80989ff5f4
出典データセット
uspto-grants-1991_02
特許番号
US04994558

関連ノート

読み込み中…