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

Acetic Acid → tert-Butyl 4-{[5-(benzyloxy)-1-(phenylsulfonyl)-1H-indol-4-yl]methyl}piperazine-1-carboxylate

HRID 1159805
ノート
印刷プレビュー

反応式

HRID 1159805 の反応式
[CH2:1]([O:8][C:9]1[CH:17]=[CH:16][C:15]2[N:14]([S:18]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)(=[O:20])=[O:19])[CH:13]=[CH:12][C:11]=2[C:10]=1[CH:27]=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:29]([N:36]1[CH2:41][CH2:40][NH:39][CH2:38][CH2:37]1)([O:31][C:32]([CH3:35])([CH3:34])[CH3:33])=[O:30].[BH-](OC(C)=O)(OC(C)=O)OC(C)=O.[Na+].CC(O)=O>O>[CH2:1]([O:8][C:9]1[C:10]([CH2:27][N:39]2[CH2:38][CH2:37][N:36]([C:29]([O:31][C:32]([CH3:35])([CH3:34])[CH3:33])=[O:30])[CH2:41][CH2:40]2)=[C:11]2[C:15](=[CH:16][CH:17]=1)[N:14]([S:18]([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)(=[O:19])=[O:20])[CH:13]=[CH:12]2)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=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 4

HCID 176Acetic AcidHCID 143452tert-Butyl piperazine-1-carboxylateHCID 5049666Sodium triacetoxyborohydrideHCID 866182505-(Benzyloxy)-1-(phenylsulfonyl)-1H-indole-4-carbaldehyde

生成物 1

HCID 86618249tert-Butyl 4-{[5-(benzyloxy)-1-(phenylsulfonyl)-1H-indol-4-yl]methyl}piperazine-1-carboxylate収率 88%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To 5-(Benzyloxy)-1-(phenylsulfonyl)-1H-indole-4-carbaldehyde, Intermediate 62 205 mg (0.52 mmol) in dichloroethane[DCE] (10 mL) were added BOC-piperazine, 137 mg (0.74 mmol), NaBH(OAc)3, 333 mg (1.6 mmol) and HOAc, 45 mg (0.8 mmol) and the mixture was stirred at room temperature in sealed test tube over night. Water was added, the phases were separated and the dried (MgSO4) organic phase was evaporated at reduced pressure and the black residue was chromatographed on a column of silica with CHCl3 100% as eluent to yield 260 mg (88%) of a blackish oil. MS (ESI+) for C31H35N3O5S m/z 562 (M+H)+.

後処理

  1. customthe phases were separated
  2. dry with materialthe dried (MgSO4) organic phase
  3. customwas evaporated at reduced pressure
  4. customthe black residue was chromatographed on a column of silica with CHCl3 100% as eluent

出典と根拠

ORDレコード
ord-6e3aacdacda54514ac4c15ffdf45bf9a
出典データセット
uspto-grants-2010_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07812017B2

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