Trifluoroacetic acid → HCID 20193493, compound

HRID 2118883Notes

Reaction equation

HRID 2118883 reaction equation
[NH2:1][CH:2]1[CH2:8][CH2:7][CH2:6][CH:5]([CH3:9])[N:4]([CH2:10][C:11]([O:13]C(C)(C)C)=[O:12])[C:3]1=[O:18].FC(F)(F)C(O)=O>>[NH2:1][CH:2]1[CH2:8][CH2:7][CH2:6][CH:5]([CH3:9])[N:4]([CH2:10][C:11]([OH:13])=[O:12])[C:3]1=[O:18]

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 13749520HCID 13749520, compound

Product 1

HCID 20193493HCID 20193493, compound

Procedure

Alternatively, the t-butyl ester of the major diastereomer of 3-amino-1-t-butoxycarbonylmethyl-7-methylperhydroazepin2-one may be cleaved with trifluoroacetic acid to afford 3-amino-1-carboxymethyl-7-methylperhydroazepin-2-one. Reductive condensation of this compound with the α-ketoacids listed in Table III following the procedure described in Example I affords the products of Formula I described above.

Sources & evidence

ORD record
ord-aad7059104f24d809cd44b480307685d
Source dataset
uspto-grants-1987_07
Patent number
US04680392

Reaction notes

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