HCID 54326933, compound → HCID 54476170, compound

HRID 1903019Notes

Reaction equation

HRID 1903019 reaction equation
[C:1]([S:4][CH:5]([C:17](=[O:27])[C:18]1[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[C:20]([F:26])[CH:19]=1)[CH2:6][C:7]([NH:9][C@H:10]([C:14]([OH:16])=[O:15])C(C)C)=[O:8])(=[O:3])[CH3:2].F[C:29]1[CH:30]=[C:31]([CH:46]=[CH:47][C:48]=1OC)[C:32](CCC(N[C@H](C(O)=O)C(C)C)=O)=O>>[C:1]([S:4][CH:5]([C:17](=[O:27])[C:18]1[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[C:20]([F:26])[CH:19]=1)[CH2:6][C:7]([NH:9][C@H:10]([C:14]([OH:16])=[O:15])[CH2:32][C:31]1[CH:46]=[CH:47][CH:48]=[CH:29][CH:30]=1)=[O:8])(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 54326933HCID 54326933, compoundHCID 54370860HCID 54370860, compound

Product 1

HCID 54476170HCID 54476170, compound

Procedure

By substituting N-[3-(3-fluoro-4-methoxybenzoyl)propionyl]-L-phenylalanine (prepared as described for the L-valine derivative of Example 21), m.p. 140°-146° C. for N-[3-(3-fluoro-4-methoxybenzoyl)propionyl-L-valine in the procedure of Example 21, one can obtain a glass which can be chromatographed over silica gel with hexane-ethyl acetate (4:1) containing 2% acetic acid to obtain N-[3-acetylthio-3-(3-fluoro-4-methoxybenzoyl)propionyl]-L-phenylalanine as a glass.

Workup

  1. customprepared
  2. customcan obtain a glass which
  3. customcan be chromatographed over silica gel with hexane-ethyl acetate (4:1)
  4. additioncontaining 2% acetic acid

Sources & evidence

ORD record
ord-4960d9f740274d589f150f742c6d44a7
Source dataset
uspto-grants-1984_03
Patent number
US04435329

Reaction notes

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