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4-Methylmorpholine → N-[(1,1-Dimethylethoxy)carbonyl]-D-alanine 2,5-dioxo-1-pyrrolidinyl ester

HRID 1462120
ノート
印刷プレビュー

反応式

HRID 1462120 の反応式
N([C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[C@H](C(N[C@@H](C(OC)=O)CCC(=O)O)=O)C.C([CH2:31][C@H:32]([NH2:36])[C:33]([OH:35])=[O:34])C[C@@H](N)C(O)=O.N[CH2:38][C:39]([OH:41])=O.ClC1C=CC(S(ON2C3C=C(Cl)C=[CH:61][C:56]=3[N:55]=N2)(=O)=O)=CC=1.CN1CC[O:67]CC1>C(Cl)Cl>[NH:36]([C:17]([O:19][C:20]([CH3:21])([CH3:22])[CH3:23])=[O:18])[C@@H:32]([C:33]([O:35][N:55]1[C:39](=[O:41])[CH2:38][CH2:61][C:56]1=[O:67])=[O:34])[CH3:31]
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 79724-MethylmorpholineHCID 122228411-(p-Chlorobenzenesulfonyloxy)-6-chloro-1,2,3-benzotriazoleHCID 87968512meso-DAP (D)GlyOHHCID 131713573Boc-L-Ala-D-Glu(OH)OMe

生成物 1

HCID 11580086N-[(1,1-Dimethylethoxy)carbonyl]-D-alanine 2,5-dioxo-1-pyrrolidinyl ester収率 93.7%

試薬・触媒・溶媒 1

HCID 6344
Dichloromethane
溶媒

実験手順

To a mixture of Boc-L-Ala-D-Glu(OH)OMe (1) (1.94 g), L-Lys(ε-Z)-GlyOEt (2) (1.67 g) and 1-(4-chlorobenzenesulfonyloxy)-6-chlorobenzotriazole (1.72 g) in methylene chloride (100 ml) was added N-methylmorpholine (1.01 g) and the mixture was stirred for 2 days at room temperature. The reaction mixture was washed sccessively with 5% aqueous sodium bicarbonate, water, 5% hydrochloric acid and water and dried over magnesium sulfate. After evaporation of the solvent, the resulting crystalline mass was filtered and washed with ether, to give Boc-L-Ala-γ-D-Glu(α-OMe)-L-Lys(ε-Z)-GlyOEt (3) (1.34 g).

後処理

  1. washThe reaction mixture was washed sccessively with 5% aqueous sodium bicarbonate, water, 5% hydrochloric acid and water
  2. dry with materialdried over magnesium sulfate
  3. customAfter evaporation of the solvent
  4. filtrationthe resulting crystalline mass was filtered
  5. washwashed with ether

出典と根拠

ORDレコード
ord-54e9aee8845b4a6caf290d859a69fadb
出典データセット
uspto-grants-1984_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04458078

反応ノート

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