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

1,2-Dichloroethane → 3(S)-(2-((2(S)-Benzoylamino-3-methylbutyryl)benzylamino)acetylamino)-4-(4-(2,6-dichlorophenyl)-oxazol-2-yl)-4-hydroxybutyric Acid tert-Butyl Ester

HRID 1456651
ノート
印刷プレビュー

反応式

HRID 1456651 の反応式
[C:1]([NH:9][C@@H:10]([CH:25]([CH3:27])[CH3:26])[C:11]([N:13]([CH2:21][C:22](O)=[O:23])[CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[O:12])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:28]([O:32][C:33](=[O:58])[CH:34](N)[C@H:35](C(OCC=C)=O)[CH:36]([C:38]1[O:39][CH:40]=[C:41]([C:43]2[C:48]([Cl:49])=[CH:47][CH:46]=[CH:45][C:44]=2[Cl:50])[N:42]=1)[OH:37])([CH3:31])([CH3:30])[CH3:29].C([SnH](CCCC)CCCC)CCC.C1C=CC2N(O)N=[N:78]C=2C=1.C(Cl)CCl>[Pd](Cl)Cl.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.CN(C=O)C.C(Cl)Cl>[C:28]([O:32][C:33](=[O:58])[CH2:34][C@H:35]([NH:78][C:22](=[O:23])[CH2:21][N:13]([C:11](=[O:12])[C@@H:10]([NH:9][C:1](=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)[CH:25]([CH3:27])[CH3:26])[CH2:14][C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1)[CH:36]([C:38]1[O:39][CH:40]=[C:41]([C:43]2[C:48]([Cl:49])=[CH:47][CH:46]=[CH:45][C:44]=2[Cl:50])[N:42]=1)[OH:37])([CH3:31])([CH3:30])[CH3:29]
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

9

反応物 5

HCID 111,2-DichloroethaneHCID 5948TributylstannaneHCID 757711-HydroxybenzotriazoleHCID 53859725((2(S)-Benzoylamino-3-methylbutyryl)benzylamino)acetic AcidHCID 697241953(S)-(Allyloxycarbonyl)-amino-4-((2,6-dichloro-phenyl)oxazol-2-yl)-4-hydroxy-butyric Acid tert-Butyl Ester

生成物 1

HCID 54440848
3(S)-(2-((2(S)-Benzoylamino-3-methylbutyryl)benzylamino)acetylamino)-4-(4-(2,6-dichlorophenyl)-oxazol-2-yl)-4-hydroxybutyric Acid tert-Butyl Ester
収率 26.1%

試薬・触媒・溶媒 3

HCID 6102075Dichlorobis(triphenylphosphine)palladium触媒HCID 6228Dimethylformamide溶媒HCID 6344Dichloromethane溶媒

反応条件

温度
0 °C

実験手順

To a suspension of compound 704 (318 mg, 0.86 mmol) and compound 707 (370 mg, 0.78 mmol) in 1:1 CH2Cl2 :DMF (8.0 mL) was added bis(triphenylphosphine) palladium dichloride (10 mg), followed by the dropwise addition of tri-n-butyl tin hydride (320 μL, 1.19 mmol). After the addition was complete, HOBT (212 mg, 1.57 mmol) was added and the reaction was cooled to 0° C. added EDC (180 mg, 0.94 mmol) was added and the reaction allowed to warm to rt and stir overnight. The reaction was concentrated in vacuo and the residue taken up into EtOAc and sat. aq. KHSO4. The layers were separated and the organic phase was washed with sat. aq. K2CO3, brine, dried over MgSO4, filtered and concentrated in vacuo. Chromatography on silica gel (elution with 2% MeOH:CH2Cl2) provided 150 mg of compound 708. ##STR87##

後処理

  1. additionAfter the addition
  2. additionwas added
  3. temperatureto warm to rt
  4. concentrationThe reaction was concentrated in vacuo
  5. customThe layers were separated
  6. washthe organic phase was washed with sat. aq. K2CO3, brine
  7. dry with materialdried over MgSO4
  8. filtrationfiltered
  9. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-9f4afc31feb3492c8557e0a369a863f2
出典データセット
uspto-grants-1998_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05843904

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