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

2-Dimethylaminopyridine → tert-butyl 4-[(1R)-1-({[(6S)-6-(5-chloro-2-methoxybenzyl)-3,7-dioxo-4-(2,4,6-trimethoxybenzyl)-1,4-diazepan-1-yl]carbonyl}amino)propyl]-2-nitrobenzoate

HRID 554829
ノート
印刷プレビュー

反応式

HRID 554829 の反応式
[C:1]([O:5]C(OC(OC(C)(C)C)=O)=O)(C)(C)C.CN(C1C=CC=CN=1)C.[NH2:25][C@@H:26]([C:29]1[CH:41]=[CH:40][C:32]([C:33]([O:35][C:36]([CH3:39])([CH3:38])[CH3:37])=[O:34])=[C:31]([N+:42]([O-:44])=[O:43])[CH:30]=1)[CH2:27][CH3:28].[Cl:45][C:46]1[CH:47]=[CH:48][C:49]([O:75][CH3:76])=[C:50]([CH:74]=1)[CH2:51][C@H:52]1[CH2:58][N:57]([CH2:59][C:60]2[C:65]([O:66][CH3:67])=[CH:64][C:63]([O:68][CH3:69])=[CH:62][C:61]=2[O:70][CH3:71])[C:56](=[O:72])[CH2:55][NH:54][C:53]1=[O:73].CC(C)([O-])C.[K+]>C(#N)C.C(O)(=O)C.O1CCCC1>[Cl:45][C:46]1[CH:47]=[CH:48][C:49]([O:75][CH3:76])=[C:50]([CH:74]=1)[CH2:51][C@@H:52]1[C:53](=[O:73])[N:54]([C:1]([NH:25][C@@H:26]([C:29]2[CH:41]=[CH:40][C:32]([C:33]([O:35][C:36]([CH3:38])([CH3:39])[CH3:37])=[O:34])=[C:31]([N+:42]([O-:44])=[O:43])[CH:30]=2)[CH2:27][CH3:28])=[O:5])[CH2:55][C:56](=[O:72])[N:57]([CH2:59][C:60]2[C:61]([O:70][CH3:71])=[CH:62][C:63]([O:68][CH3:69])=[CH:64][C:65]=2[O:66][CH3:67])[CH2:58]1
参加物実験手順後処理出典と根拠反応ノート

参加物

9

反応物 5

HCID 218852-DimethylaminopyridineHCID 90495Di-tert-butyl dicarbonateHCID 23665647Potassium tert-butoxideHCID 66934844tert-butyl 4-((1R)-1-aminopropyl)-2-nitrobenzoateHCID 66935303(6S)-6-(5-chloro-2-methoxybenzyl)-1-(2,4,6-trimethoxybenzyl)-1,4-diazepan-2,5-dione

生成物 1

HCID 67462760
tert-butyl 4-[(1R)-1-({[(6S)-6-(5-chloro-2-methoxybenzyl)-3,7-dioxo-4-(2,4,6-trimethoxybenzyl)-1,4-diazepan-1-yl]carbonyl}amino)propyl]-2-nitrobenzoate
収率 80.2%

試薬・触媒・溶媒 3

HCID 176Acetic Acid溶媒HCID 6342Acetonitrile溶媒2 回HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of di-tert-butyldicarbonate (7.2 g) and dimethylaminopyridine (3.8 g) in acetonitrile (9 ml) cooled at −10° C., a solution of tert-butyl 4-((1R)-1-aminopropyl)-2-nitrobenzoate (8.8 g) in acetonitrile (1 ml) was added at −10° C., and the mixture was stirred for 15 minutes. Nitrogen gas was blown into the reaction solution over 30 minutes, then (6S)-6-(5-chloro-2-methoxybenzyl)-1-(2,4,6-trimethoxybenzyl)-1,4-diazepan-2,5-dione (11.7 g) was added to the mixture. Next, 1N solution of potassium tert-butoxide in a tetrahydrofuran (0.43 ml) was dropwisely added to the mixture. After the end of the addition, acetic acid (3 ml) was added to the reaction solution, and the mixture was concentrated in vacuo. Ethyl acetate was added to the obtained residue, and the resultant mixture was washed with water. Then the organic layer was dried over anhydrous magnesium sulfate, and the solvent was distilled off in vacuo. The concentrated residue was purified by silica gel chromatography to obtain the title compound (15.6 g) as an oily substance.

後処理

  1. waitNitrogen gas was blown into the reaction solution over 30 minutes
  2. additionwas added to the reaction solution
  3. concentrationthe mixture was concentrated in vacuo
  4. additionEthyl acetate was added to the obtained residue
  5. washthe resultant mixture was washed with water
  6. dry with materialThen the organic layer was dried over anhydrous magnesium sulfate
  7. distillationthe solvent was distilled off in vacuo
  8. customThe concentrated residue was purified by silica gel chromatography

出典と根拠

ORDレコード
ord-15fade4424f04b1c908a91cec216577c
出典データセット
uspto-grants-2011_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08049006B2

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