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Triethylamine → HCID 10717394、化合物

HRID 965178
ノート
印刷プレビュー

反応式

HRID 965178 の反応式
[C:1]([O:5][C:6]([NH:8][C@H:9]([C:20]([OH:22])=O)[CH2:10][C:11]1[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[NH:13][CH:12]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].C(N(CC)CC)C.ClC(OCC)=O.[Cl:36][C:37]1[CH:44]=[CH:43][CH:42]=[CH:41][C:38]=1[CH2:39][NH2:40]>CC(C)=O>[C:1]([O:5][C:6]([NH:8][CH:9]([CH2:10][C:11]1[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[NH:13][CH:12]=1)[C:20]([NH:40][CH2:39][C:38]1[CH:41]=[CH:42][CH:43]=[CH:44][C:37]=1[Cl:36])=[O:22])=[O:7])([CH3:2])([CH3:3])[CH3:4]
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 8471TriethylamineHCID 10928Ethyl chloroformateHCID 666482-ChlorobenzylamineHCID 83169N-tert-Butoxycarbonyl-L-tryptophan

生成物 1

HCID 10717394HCID 10717394、化合物

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

To a solution of N-(t-butoxycarbonyl)tryptophan (21.28 g, 70 mmol) in 140 ml of acetone was added triethylamine (9.76 ml, 7.08 g, 70 mmol) in a portionwise manner. The resulting mixture was stirred for about thirty-five minutes at room temperature and then stirred at 45° C. for 30 minutes under nitrogen. To the resulting mixture ethyl chloroformate (7.35 ml, 8.36 g, 77 mmol) was added with continued cooling and the reaction mixture was stirred for about one hour. Next, 2-chlorobenzylamine (9.30 ml, 10.9 g, 77 mmol) was added and the reaction mixture was then stirred until a white precipitate formed. The ice bath was removed and additional acetone was added. The reaction mixture was then stirred overnight.

後処理

  1. stirringstirred at 45° C. for 30 minutes under nitrogen
  2. temperaturewith continued cooling
  3. stirringthe reaction mixture was stirred for about one hour
  4. stirringthe reaction mixture was then stirred until a white precipitate
  5. customformed
  6. customThe ice bath was removed
  7. additionadditional acetone was added
  8. stirringThe reaction mixture was then stirred overnight

出典と根拠

ORDレコード
ord-f230482fd8464a59852e6667e865c741
出典データセット
uspto-grants-1998_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05773441

反応ノート

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