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Hydrochloric Acid → HCID 86739454、化合物

HRID 2164572
ノート
印刷プレビュー

反応式

HRID 2164572 の反応式
C[O:2][C:3](=[O:38])[C@H:4]([CH2:31][C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)[NH:5][C:6](=[O:30])[C@H:7]([CH2:18][C:19]1[CH:24]=[CH:23][C:22]([O:25][CH2:26][CH:27]=[CH2:28])=[C:21]([Cl:29])[CH:20]=1)[NH:8][C:9](=[O:17])[CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.[OH-].[Na+].Cl>CC(C)=O>[CH2:26]([O:25][C:22]1[CH:23]=[CH:24][C:19]([CH2:18][C@@H:7]([C:6]([NH:5][C@H:4]([C:3]([OH:38])=[O:2])[CH2:31][C:32]2[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=2)=[O:30])[NH:8][C:9](=[O:17])[CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[CH:20][C:21]=1[Cl:29])[CH:27]=[CH2:28]
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

5

反応物 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 70486802HCID 70486802、化合物

生成物 1

HCID 86739454HCID 86739454、化合物収率 52.3%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

反応条件

温度
0 °C

実験手順

4-Allyloxy-3-chloro-phenylacetyl-(L)-phenylalanyl-(L)-phenylalanine methyl ester (5.3 g) was suspended in acetone (40 ml) to which was added aqueous sodium hydroxide (1M, 20.0 ml) and the whole was heated to effect solution. After the solution had been cooled to 0° C., the pH was adjusted to 2-3 using aqueous hydrochloric acid (3M) and the whole was extracted with ethyl acetate (80 ml). The extract was dried (anhydrous sodium sulphate) and the solvent was evaporated at reduced pressure to leave a small volume of material. Light petroleum (b.p. 80°-100° C.) was added to precipitate the solid (3.5 g) of m.p. 180°-186° C. After recrystallisation from ethyl acetate/light petroleum (b.p. 80°-100° C.), the above-named product (2.7 g), m.p. 183°-186° C., was obtained.

後処理

  1. temperaturethe whole was heated
  2. extractionthe whole was extracted with ethyl acetate (80 ml)
  3. dry with materialThe extract was dried (anhydrous sodium sulphate)
  4. customthe solvent was evaporated at reduced pressure
  5. customto leave a small volume of material
  6. customto precipitate the solid (3.5 g) of m.p. 180°-186° C
  7. customAfter recrystallisation from ethyl acetate/light petroleum (b.p. 80°-100° C.)

出典と根拠

ORDレコード
ord-64d6a60fcbdc4cd8a57d5eaec0e60cda
出典データセット
uspto-grants-1985_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04505898

反応ノート

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