Water → (cis)-1-benzoyl-4-tosyloxy-L-proline

HRID 1165971

反応式

HRID 1165971 の反応式
[C:1]([N:9]1[CH2:17][C@@H:16]([O:18][S:19]([C:22]2[CH:28]=[CH:27][C:25]([CH3:26])=[CH:24][CH:23]=2)(=[O:21])=[O:20])[CH2:15][C@H:10]1[C:11]([O:13]C)=[O:12])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O.O.[OH-].[Li+]>C1COCC1>[C:1]([N:9]1[CH2:17][C@@H:16]([O:18][S:19]([C:22]2[CH:23]=[CH:24][C:25]([CH3:26])=[CH:27][CH:28]=2)(=[O:20])=[O:21])[CH2:15][C@H:10]1[C:11]([OH:13])=[O:12])(=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

5

反応物 3

HCID 962WaterHCID 168937Lithium hydroxide, monohydrateHCID 14750327(cis)-1-Benzoyl-4-tosyloxy-L-proline, methyl ester

生成物 1

HCID 53847232(cis)-1-benzoyl-4-tosyloxy-L-proline

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of (cis)-1-benzoyl-4-tosyloxy-L-proline, methyl ester (from the previous step) in THF.H2O (25 ml-5 ml) was stirred under argon and treated with lithium hydroxide mono hydrate (672 mg, 16 mmole). The reaction was stirred for 3 hours, concentrated in vacuo, acidified to pH 1.5 with HCl, and extracted with ethyl acetate. The organic extracts were dried, filtered and concentrated in vacuo to a white solid which was recrystallized twice from ethyl acetate to afford the title compound.

後処理

  1. concentrationconcentrated in vacuo
  2. extractionextracted with ethyl acetate
  3. customThe organic extracts were dried
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo to a white solid which
  6. customwas recrystallized twice from ethyl acetate

出典と根拠

ORDレコード
ord-a33709a5bc914e348b8470f1ef3ae1ab
出典データセット
uspto-grants-1990_03
特許番号
US04912231

関連ノート

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