4-Methylmorpholine → HCID 131723956、化合物

HRID 2085557ノート

反応式

HRID 2085557 の反応式
C[N:2]1CCOCC1.ClC(OCC)=O.[N:14]([C:35]([O:37][C:38]([CH3:41])([CH3:40])[CH3:39])=[O:36])([CH3:34])[C@H:15]([C:31](O)=[O:32])[CH2:16][C:17]1[CH:22]=[CH:21][C:20]([O:23][CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)=[CH:19][CH:18]=1>C1COCC1>[N:14]([C:35]([O:37][C:38]([CH3:41])([CH3:40])[CH3:39])=[O:36])([CH3:34])[C@H:15]([C:31]([NH2:2])=[O:32])[CH2:16][C:17]1[CH:22]=[CH:21][C:20]([O:23][CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)=[CH:19][CH:18]=1

参加物

5

反応物 3

HCID 79724-MethylmorpholineHCID 10928Ethyl chloroformateHCID 7010604Boc-N-Me-Tyr(Bzl)-OH

生成物 1

HCID 131723956HCID 131723956、化合物収率 98%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

Under cooling with ice, NMM (0.463 ml, 4.21 mmol) and ethyl chloroformate (0.403 ml, 4.21 mmol) were added to a solution of Boc-N-Me-Tyr(Bzl)-OH (1.35 g, 3.51 mmol) in THF (35 ml), followed by stirring for 15 min. The reaction mixture was stirred for further 30 min., while bubbling gaseous ammonia therein. The reaction mixture was then left standing at room temperature, diluted with ethyl acetate and washed with water and saturated brine. The organic layer was dried over magnesium sulfate and evaporated to remove the solvent under reduced pressure; the thus obtained residue was subjected to silica gel column chromatography (developing solvent: ethyl acetate:n-hexane=1:1) to give Boc-N-Me-Tyr(Bzl)-NH2 (1.32 g, 98%).

後処理

  1. stirringThe reaction mixture was stirred for further 30 min.
  2. customwhile bubbling gaseous ammonia
  3. waitThe reaction mixture was then left
  4. customstanding at room temperature
  5. additiondiluted with ethyl acetate
  6. washwashed with water and saturated brine
  7. dry with materialThe organic layer was dried over magnesium sulfate
  8. customevaporated
  9. customto remove the solvent under reduced pressure

出典と根拠

ORDレコード
ord-ea6c9ecb9bc147bb90161d72b2dc1c1c
出典データセット
uspto-grants-2004_04
特許番号
US06720433B2

反応ノート

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