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

Hydrogen Bromide → Tenofovir

HRID 554464
ノート
印刷プレビュー

反応式

HRID 554464 の反応式
C([C:3](CC)([P:18]([OH:21])([OH:20])=[O:19])[O:4][C@H:5]([CH3:17])[CH2:6][N:7]1[CH:15]=[N:14][C:13]2[C:8]1=[N:9][CH:10]=[N:11][C:12]=2[NH2:16])C.Br>C(O)(=O)C.Cl.CC(O)C>[P:18]([CH2:3][O:4][C@H:5]([CH3:17])[CH2:6][N:7]1[CH:15]=[N:14][C:13]2[C:8]1=[N:9][CH:10]=[N:11][C:12]=2[NH2:16])([OH:20])([OH:21])=[O:19]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 2

HCID 260Hydrogen Bromide2 回HCID 67460257(R)-9-[2-(Diethyl phosphonomethoxy)propyl]adenine2 回

生成物 1

HCID 464205Tenofovir

試薬・触媒・溶媒 3

HCID 176Acetic Acid溶媒HCID 313Hydrochloric Acid溶媒2 回HCID 3776Isopropanol溶媒

反応条件

温度
92.5 °C

実験手順

Dealkylation of (R)-9-[2-(Diethyl phosphonomethoxy)propyl]adenine is carried out in presence of a suitable dealkylating reagents selected from mineral acids like aq. HBr, aq. HCl, HBr in acetic acid or HCl gas in IPA with mole ratio ranging from 3 to 15 preferably 7.5 moles and typically at a temperature of about 25 to 110° C., usually at 90 to 95° C. (R)-9-[2-(Diethyl phosphonomethoxy)propyl]adenine and one of the acid described above are maintained at 90 to 95° C. for about 3 to 15 hrs, after completion of reaction, the reaction mass is washed with Methylenedichloride and pH is adjusted to about 1.5 to 3.5 preferably at 2.5 to 3.0 with caustic lye solution. Reaction mass is cooled to about 25 to 35° C. and finally to about 0 to 5° C. over 4 to 10 hrs. The precipitated product is filtered and the wet material is recrystallized in water to get pure (R)-9-[2-(phosphonomethoxy)propyl]adenine with improved yield.

後処理

  1. customranging from 3 to 15 preferably 7.5 moles and typically at a temperature of about 25 to 110° C., usually at 90 to 95° C.
  2. customafter completion of reaction
  3. washthe reaction mass is washed with Methylenedichloride and pH
  4. customReaction mass
  5. temperatureis cooled to about 25 to 35° C. and finally to about 0 to 5° C. over 4 to 10 hrs
  6. filtrationThe precipitated product is filtered
  7. customthe wet material is recrystallized in water

出典と根拠

ORDレコード
ord-9dd785a1580b4faa80fdcfc77899ff12
出典データセット
uspto-grants-2011_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08049009B2

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート