Methylhydrazine → t-Butyl alpha-(6-amino-5-oxo-2-phenylperhydro-1,4-thiazepin-4-yl)acetate

HRID 256011Notes

Reaction equation

HRID 256011 reaction equation
[O:1]=[C:2]1[CH:8]([N:9]2C(=O)C3=CC=CC=C3C2=O)[CH2:7][S:6][CH:5]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH2:4][N:3]1[CH2:26][C:27]([O:29][C:30]([CH3:33])([CH3:32])[CH3:31])=[O:28].CNN>>[NH2:9][CH:8]1[CH2:7][S:6][CH:5]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH2:4][N:3]([CH2:26][C:27]([O:29][C:30]([CH3:32])([CH3:31])[CH3:33])=[O:28])[C:2]1=[O:1]

Participants

3

Reactant 2

HCID 6061MethylhydrazineHCID 20164926t-Butyl alpha-[5-oxo-2-phenyl-6-phthalimidoperhydro-1,4-thiazepin-4-yl]acetate

Product 1

HCID 14423825t-Butyl alpha-(6-amino-5-oxo-2-phenylperhydro-1,4-thiazepin-4-yl)acetate

Procedure

1.2 g of diastereomer A of t-butyl α-[5-oxo-2-phenyl-6-phthalimidoperhydro-1,4-thiazepin-4-yl]acetate [prepared as described in step (f) above] were subjected to dephthaloylization with methylhydrazine in the same manner as described in Example 1(g), to give 0.66 g of the title compound as an amorphous solid.

Sources & evidence

ORD record
ord-b38f89073cbb4aa1854e855576510408
Source dataset
uspto-grants-1987_10
Patent number
US04699905

Reaction notes

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