Hydrochloric Acid → HCID 54517139、化合物

HRID 618735ノート

反応式

HRID 618735 の反応式
C[O:2][C:3](=[O:37])[C@H:4]([CH2:27][C:28]1[C:36]2[C:31](=[CH:32][CH:33]=[CH:34][CH:35]=2)[NH:30][CH:29]=1)[NH:5][C:6](=[O:26])[C@H:7]([C@H:22]([CH2:24][CH3:25])[CH3:23])[NH:8][S:9]([C:12]1[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[CH:15]=[CH:14][CH:13]=1)(=[O:11])=[O:10].C1COCC1.[OH-].[K+].Cl>O.CO>[C:12]1([S:9]([NH:8][C@H:7]([C:6]([NH:5][C@H:4]([C:3]([OH:37])=[O:2])[CH2:27][C:28]2[C:36]3[C:31](=[CH:32][CH:33]=[CH:34][CH:35]=3)[NH:30][CH:29]=2)=[O:26])[C@H:22]([CH2:24][CH3:25])[CH3:23])(=[O:11])=[O:10])[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[CH:15]=[CH:14][CH:13]=1

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 14797Potassium HydroxideHCID 54110952HCID 54110952、化合物

生成物 1

HCID 54517139HCID 54517139、化合物収率 98.3%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒2 回

反応条件

温度
0 °C

実験手順

To an ice-cooled mixture of N-(1-naphthylsulfonyl)-(L)-isoleucyl-(L)-tryptophan methyl ester (6.9 g) and THF (40 ml)-methanol (20 ml) was added dropwise a solution of KOH (1.5 g) in water (10 ml). After stirring at 0° C. for 20 hours, the reaction mixture was acidified with 1N HCl (35 ml) with ice-cooling, diluted with water and extracted with ethyl acetate. The ethyl acetate layer was washed with brine and dried (MgSO4). The organic solvent was evaporated off to yield N-(1-naphthylsulfonyl)-(L)-isoleucyl-(L)-tryptophan (6.6 g, 98%) as crystals. Melting point: 167-168° C.

後処理

  1. temperaturecooling
  2. extractionextracted with ethyl acetate
  3. washThe ethyl acetate layer was washed with brine
  4. dry with materialdried (MgSO4)
  5. customThe organic solvent was evaporated off

出典と根拠

ORDレコード
ord-3bb2140ead4d4e1c904138a4bea46b5f
出典データセット
uspto-grants-1999_09
特許番号
US05955491

反応ノート

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