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

Citric Acid → 4-(4-(((2-((Tert-butoxy)carbonylamino)-1-(methoxycarbonyl)ethyl) amino)sulfonyl)-3,5-dimethylphenoxy)butanoic acid

HRID 1672094
ノート
印刷プレビュー

反応式

HRID 1672094 の反応式
Cl[S:2]([C:5]1[C:17]([CH3:18])=[CH:16][C:8]([O:9][CH:10]([CH2:14][CH3:15])C(O)=O)=[CH:7][C:6]=1[CH3:19])(=[O:4])=[O:3].[NH2:20][C@H:21]([C:31]([O:33][CH3:34])=[O:32])[CH2:22][NH:23][C:24]([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:25].Cl.[C:36]([O-])([OH:38])=[O:37].[Na+].C(O)(=O)CC(CC(O)=O)(C(O)=O)O>O1CCOCC1.O.CCOC(C)=O>[C:27]([O:26][C:24]([NH:23][CH2:22][CH:21]([NH:20][S:2]([C:5]1[C:6]([CH3:19])=[CH:7][C:8]([O:9][CH2:10][CH2:14][CH2:15][C:36]([OH:38])=[O:37])=[CH:16][C:17]=1[CH3:18])(=[O:3])=[O:4])[C:31]([O:33][CH3:34])=[O:32])=[O:25])([CH3:30])([CH3:29])[CH3:28]
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

HCID 311Citric AcidHCID 516892Sodium BicarbonateHCID 18334328methyl (2S)-2-amino-3-{[(tert-butoxy)carbonyl]amino}propanoate hydrochlorideHCID 866252004-(Chlorosulfonyl)-3,5-dimethylphenoxybutanoic acid2 回

生成物 1

HCID 218814944-(4-(((2-((Tert-butoxy)carbonylamino)-1-(methoxycarbonyl)ethyl) amino)sulfonyl)-3,5-dimethylphenoxy)butanoic acid
収率 87%

試薬・触媒・溶媒 3

HCID 962Water溶媒2 回HCID 8857Ethyl Acetate溶媒HCID 312751,4-Dioxane溶媒

実験手順

A solution of the 4-(chlorosulfonyl)-3,5-dimethylphenoxybutanoic acid, 18 (2.50 g, 8.1 mmol) in dioxane (60.0 g) was added dropwise over a period of about 45 minutes to a mixture of H-Dap(Boc)-OMe.HCl (19) (1.66 g, 6.5 mmol) (Bachem) and NaHCO3 (8.21 g, 97.7 mmol) in water (20.0 g) at rt. Two hours after completion of the addition, the reaction mixture was concentrated in vacuo then water and citric acid (12.50 g, 10.0 eq.) were added. The crude product was extracted with EtOAc and the EtOAc layer was washed once with water. Concentration of the EtOAc layer gave 2.75 g of 20 (87% yield based on 19, 69% based on 18).

後処理

  1. additionTwo hours after completion of the addition
  2. concentrationthe reaction mixture was concentrated in vacuo
  3. extractionThe crude product was extracted with EtOAc
  4. washthe EtOAc layer was washed once with water

出典と根拠

ORDレコード
ord-92bf9ef567e44a5a8925e81d2dcb8267
出典データセット
uspto-grants-2011_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07998462B2

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