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

Triphenylphosphine → t-Butyl 1,4-dioxepan-6-yl(1,3-dioxoisoindolin-2-yl)carbamate

HRID 1043881
ノート
印刷プレビュー

反応式

HRID 1043881 の反応式
CCOC(/N=N/C(OCC)=O)=O.[O:13]1[CH2:19][CH:18](O)[CH2:17][O:16][CH2:15][CH2:14]1.[O:21]=[C:22]1[C:30]2[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=2)[C:24](=[O:31])[N:23]1[NH:32][C:33](=[O:39])[O:34][C:35]([CH3:38])([CH3:37])[CH3:36].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>C1COCC1>[O:16]1[CH2:17][CH:18]([N:32]([N:23]2[C:22](=[O:21])[C:30]3[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=3)[C:24]2=[O:31])[C:33](=[O:39])[O:34][C:35]([CH3:38])([CH3:37])[CH3:36])[CH2:19][O:13][CH2:14][CH2:15]1
参加物反応条件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 11776TriphenylphosphineHCID 801162N-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)(tert-butoxy)formamideHCID 5462977Diethyl azodicarboxylateHCID 137159861,4-Dioxepan-6-ol

生成物 1

HCID 86686321t-Butyl 1,4-dioxepan-6-yl(1,3-dioxoisoindolin-2-yl)carbamate収率 92.1%

試薬・触媒・溶媒 1

HCID 8028
Tetrahydrofuran
溶媒

反応条件

温度
0 °C

実験手順

DEAD (2.2 M in toluen, 1.55 mL) was added dropwise to a solution of 1,4-dioxepan-6-ol (265 mg), t-butyl (1,3-dioxoisoindolin-2-yl)carbamate (560 mg) obtained in preparation example 14-(1) and triphenylphosphine (840 mg) in THF (10 mL) under ice-cooling over 3 minutes. The reaction mixture was stirred at 0° C. for 6 minutes, and further stirred at room temperature overnight The reaction mixture was concentrated under reduced pressure. After toluene (2.5 mL) was added to the resulting residue, the precipitated solid was removed by filtration. The filtrate was purified by silica gel column chromatography (ethyl acetate/n-heptane, 20%) to give the title compound (713 mg).

後処理

  1. stirringfurther stirred at room temperature overnight The reaction mixture
  2. concentrationwas concentrated under reduced pressure
  3. additionAfter toluene (2.5 mL) was added to the resulting residue
  4. customthe precipitated solid was removed by filtration
  5. customThe filtrate was purified by silica gel column chromatography (ethyl acetate/n-heptane, 20%)

出典と根拠

ORDレコード
ord-162a82999b05489ba8145a325ecca1d5
出典データセット
uspto-grants-2013_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08563565B2

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート