Isopropyl Acetate → N-acetoacetyl-L-aspartic anhydride

HRID 1583906Notes

Reaction equation

HRID 1583906 reaction equation
[C:1]([NH:7][C@H:8]([C:13]([OH:15])=[O:14])[CH2:9][C:10]([OH:12])=O)(=[O:6])[CH2:2][C:3]([CH3:5])=[O:4].C(OC(=O)C)(=O)C.[O-2].[Mg+2].C(OC(C)C)(=O)C>C(O)(=O)C>[C:1]([NH:7][C@@H:8]1[C:13](=[O:14])[O:15][C:10](=[O:12])[CH2:9]1)(=[O:6])[CH2:2][C:3]([CH3:5])=[O:4]

Participants

6

Reactant 4

HCID 7915Isopropyl AcetateHCID 7918Acetic AnhydrideHCID 6850729Magnesium monoxideHCID 13334672N-acetoacetylaspartic acid

Product 1

HCID 13334674N-acetoacetyl-L-aspartic anhydride

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Reaction of 22.8 parts N-acetoacetyl-L-aspartic acid with 11.25 parts acetic anhydride, 0.059 parts magnesium oxide, and 2.1 parts by volume glacial acetic acid in 32 parts by volume isopropyl acetate at 45°-50° C. for 100 minutes as described above in Example 6-H above afforded 19.5 parts N-acetoacetyl-L-aspartic anhydride.

Sources & evidence

ORD record
ord-92fc46508a074bdb8aefff2750c97387
Source dataset
uspto-grants-1985_11
Patent number
US04555362

Reaction notes

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