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

Triethylamine → 3(R)-[5-(1-benzyloxycarbonyl-4-piperidyl)-1-ethoxycarbonylpentyl]amino-2,3-dihydro-1,5(5H)-benzothiazepin-4-one

HRID 980632
ノート
印刷プレビュー

反応式

HRID 980632 の反応式
Cl.Cl.[NH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[S:10][CH2:11][C@H:12]([NH:16][CH:17]([C:38]([O:40][CH2:41][CH3:42])=[O:39])[CH2:18][CH2:19][CH2:20][CH2:21][CH:22]1[CH2:27][CH2:26][N:25]([C:28]([O:30][CH2:31][C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)=[O:29])[CH2:24][CH2:23]1)[C:13](O)=[O:14].P(C#N)(=O)(OCC)OCC.C(N(CC)CC)C>CN(C)C=O.O>[CH2:31]([O:30][C:28]([N:25]1[CH2:24][CH2:23][CH:22]([CH2:21][CH2:20][CH2:19][CH2:18][CH:17]([NH:16][C@@H:12]2[C:13](=[O:14])[NH:3][C:4]3[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=3[S:10][CH2:11]2)[C:38]([O:40][CH2:41][CH3:42])=[O:39])[CH2:27][CH2:26]1)=[O:29])[C:32]1[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 8471TriethylamineHCID 76257Diethyl cyanophosphonateHCID 704163783-(o-aminophenyl)thio-2(R)-[5-(1-benzyloxycarbonyl-4-piperidyl)-1-ethoxycarbonylpentyl]aminopropionic acid dihydrochloride

生成物 1

HCID 704162703(R)-[5-(1-benzyloxycarbonyl-4-piperidyl)-1-ethoxycarbonylpentyl]amino-2,3-dihydro-1,5(5H)-benzothiazepin-4-one収率 65.5%

試薬・触媒・溶媒 2

HCID 962
Water
溶媒
HCID 6228Dimethylformamide溶媒

実験手順

In N,N-dimethylformamide (5 ml) is dissolved 3-(o-aminophenyl)thio-2(R)-[5-(1-benzyloxycarbonyl-4-piperidyl)-1-ethoxycarbonylpentyl]aminopropionic acid dihydrochloride (0.16 g), and diethyl phosphorocyanidate (0.3 ml) is added dropwise to the solution. To the mixture is added triethylamine (0.2 ml) and the reaction mixture is stirred under ice-cooling for 1 hour. The reaction mixture is diluted with water (100 ml) and extracted with ethyl acetate (50 ml). The extract is washed with water, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue is purified by silicagel column chromatography (hexane: acetone=2:1) to give 3(R)-[5-(1-benzyloxycarbonyl-4-piperidyl)-1-ethoxycarbonylpentyl]amino-2,3-dihydro-1,5(5H)-benzothiazepin-4-one (0.09 g) as a colorless oil.

後処理

  1. additionis added dropwise to the solution
  2. temperaturecooling for 1 hour
  3. extractionextracted with ethyl acetate (50 ml)
  4. washThe extract is washed with water
  5. dry with materialdried over anhydrous magnesium sulfate
  6. concentrationconcentrated under reduced pressure
  7. customThe residue is purified by silicagel column chromatography (hexane: acetone=2:1)

出典と根拠

ORDレコード
ord-3c0b8e3b71b6449b976414239c72372a
出典データセット
uspto-grants-1987_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04638000

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