ホームMCPワークベンチSkills
ホームワークベンチ通知マイページ
llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.8.0
  1. ホーム
  2. /反応

Trityl chloride → 1-(3-Hydroxymethyl-4-trityloxybutyl)-1H-pyrimidine-2,4-dione

HRID 1713375
ノート
印刷プレビュー

反応式

HRID 1713375 の反応式
[OH:1][CH2:2][CH:3]([CH2:14][OH:15])[CH2:4][CH2:5][N:6]1[CH:11]=[CH:10][C:9](=[O:12])[NH:8][C:7]1=[O:13].C(N(CC)CC)C.[C:23](Cl)([C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1)([C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1>CN(C=O)C.CN(C1C=CN=CC=1)C.O>[OH:1][CH2:2][CH:3]([CH2:14][O:15][C:23]([C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)([C:36]1[CH:37]=[CH:38][CH:39]=[CH:40][CH:41]=1)[C:30]1[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=1)[CH2:4][CH2:5][N:6]1[CH:11]=[CH:10][C:9](=[O:12])[NH:8][C:7]1=[O:13]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 3

HCID 6456Trityl chlorideHCID 8471TriethylamineHCID 2896501-[4-Hydroxy-3-(hydroxymethyl)-1-butyl]-uracil

生成物 1

HCID 594637571-(3-Hydroxymethyl-4-trityloxybutyl)-1H-pyrimidine-2,4-dione収率 34%

試薬・触媒・溶媒 3

HCID 142844-(Dimethylamino)pyridine触媒
HCID 962
Water
溶媒
HCID 6228Dimethylformamide溶媒

実験手順

To a solution of compound 35 (45 g, 0.213 mol) in dry DMF (225 mL) was added triethylamine (60 mL, 0.425 mol) and stirred at RT for 15 min. The above reaction mixture was cooled to 0° C., added tritylchloride (59 g, 0.213 mol) followed by addition of catalytic amount of 4-DMAP (app. 20 mg) and allowed to stir at RT for 24 h. The reaction was diluted with water (100 mL), extracted with ethyl acetate (5×200 mL), dried and concentrated under vacuum. The crude was purified by column chromatography over silica gel (6% methanol in chloroform) to give the title compound (33 g, 34%). TLC: Chloroform/Methanol, 9:1, Rf=0.5

後処理

  1. customThe above reaction mixture
  2. temperaturewas cooled to 0° C.
  3. stirringto stir at RT for 24 h
  4. extractionextracted with ethyl acetate (5×200 mL)
  5. customdried
  6. concentrationconcentrated under vacuum
  7. customThe crude was purified by column chromatography over silica gel (6% methanol in chloroform)

出典と根拠

ORDレコード
ord-5c8e1ce56a3d40f986d532be54d21edd
出典データセット
uspto-grants-2010_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07795270B2

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート