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

Diisopropylethylamine → tert-Butyl-(2S,5R)-2-[4-({4-[2-(3,3-difluoropyrrolidin-1-yl)-1-methyl-2-oxoethyl]piperazin-1-yl}carbonyl)benzyl-]-5-[(R)-hydroxyl(phenyl)methyl]pyrrolidine-1-carboxylate

HRID 1804652
ノート
印刷プレビュー

反応式

HRID 1804652 の反応式
[F:1][C:2]1([F:17])[CH2:6][CH2:5][N:4]([C:7](=[O:16])[CH:8]([N:10]2[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]2)[CH3:9])[CH2:3]1.[C:18]([O:22][C:23]([N:25]1[C@@H:29]([C@H:30]([OH:37])[C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[CH2:28][CH2:27][C@H:26]1[CH2:38][C:39]1[CH:47]=[CH:46][C:42]([C:43](O)=[O:44])=[CH:41][CH:40]=1)=[O:24])([CH3:21])([CH3:20])[CH3:19].C(N(CC)C(C)C)(C)C>CN(C)C=O>[C:18]([O:22][C:23]([N:25]1[C@@H:29]([C@H:30]([OH:37])[C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[CH2:28][CH2:27][C@H:26]1[CH2:38][C:39]1[CH:47]=[CH:46][C:42]([C:43]([N:13]2[CH2:12][CH2:11][N:10]([CH:8]([CH3:9])[C:7]([N:4]3[CH2:5][CH2:6][C:2]([F:1])([F:17])[CH2:3]3)=[O:16])[CH2:15][CH2:14]2)=[O:44])=[CH:41][CH:40]=1)=[O:24])([CH3:21])([CH3:19])[CH3:20]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 81531DiisopropylethylamineHCID 670587074-({(2S,5R)-1-(tert-butoxycarbonyl)-5-[(R)-hydroxy(phenyl)methyl]pyrrolidin-2-yl}methyl)benzoic acidHCID 679727294-(2-(3,3-Difluoropyrrolidin-1-yl)-1-methyl-2-oxoethyl)piperazine

生成物 1

HCID 67972027tert-Butyl-(2S,5R)-2-[4-({4-[2-(3,3-difluoropyrrolidin-1-yl)-1-methyl-2-oxoethyl]piperazin-1-yl}carbonyl)benzyl-]-5-[(R)-hydroxyl(phenyl)methyl]pyrrolidine-1-carboxylate収率 73.3%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a stirred solution of 12 mg (0.049 mmol) of 4-(2-(3,3-Difluoropyrrolidin-1-yl)-1-methyl-2-oxoethyl)piperazine (TEA salt), and 20 mg (0.049 mmol) of 4-({(2S,5R)-1-(tert-butoxycarbonyl)-5-[(R)-hydroxy(phenyl)methyl]pyrrolidin-2-yl}methyl)benzoic acid (i-1) in 1 mL anhydrous N,N-dimethylformamide under nitrogen atmosphere was added 0.042 mL (0.24 mmol) of N,N-diisopropylethylamine and 37 mg (0.097 mmol) of 2-(1H-7-azabezotriazole-1-yl)-1,1,3,3,-tetramethyl uranium hexafluoro phosphate methanium. The resulting reaction mixture was stirred at ambient temperature overnight. The reaction was purified by reverse-phase HPLC (TMC Pro-Pac C18; 10-100% 0.1% trifluoroacetic acid in acetonitrile/0.1% trifluoroacetic acid in water gradient) to give 23 mg of the title compound. LC/MS: (M+1)=641.2.

後処理

  1. customThe resulting reaction mixture
  2. customThe reaction was purified by reverse-phase HPLC (TMC Pro-Pac C18; 10-100% 0.1% trifluoroacetic acid in acetonitrile/0.1% trifluoroacetic acid in water gradient)

出典と根拠

ORDレコード
ord-62ffaff97867480fb22aafc6cc34a358
出典データセット
uspto-grants-2013_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08354403B2

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