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

HRID 1165971

반응식

HRID 1165971 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-a33709a5bc914e348b8470f1ef3ae1ab
출처 데이터셋
uspto-grants-1990_03
특허 번호
US04912231

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