2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile → 3-((((1,1-Dimethylethoxy)carbonyl)amino)methyl)benzeneacetic acid

HRID 237164Notes

Reaction equation

HRID 237164 reaction equation
Cl.[NH2:2][CH2:3][C:4]1[CH:5]=[C:6]([CH2:10][C:11]([OH:13])=[O:12])[CH:7]=[CH:8][CH:9]=1.Cl.NCC1C=CC(CC(O)=O)=CC=1.[C:27]([O:31][C:32](ON=C(C1C=CC=CC=1)C#N)=[O:33])([CH3:30])([CH3:29])[CH3:28]>>[C:27]([O:31][C:32]([NH:2][CH2:3][C:4]1[CH:5]=[C:6]([CH2:10][C:11]([OH:13])=[O:12])[CH:7]=[CH:8][CH:9]=1)=[O:33])([CH3:30])([CH3:29])[CH3:28]

Participants

4

Reactant 3

HCID 938652-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrileHCID 45263723[3-(Aminomethyl)phenyl]acetic acid hydrochlorideHCID 53407881(4-(Aminomethyl)phenyl)acetic acid--hydrogen chloride (1/1)

Product 1

HCID 27559303-((((1,1-Dimethylethoxy)carbonyl)amino)methyl)benzeneacetic acid

Procedure

Substitution of an equivalent amount of 3-aminomethylphenylacetic acid hydrochloride for 4-aminomethylphenylacetic acid hydrochloride in the reaction with 2-t-butoxycarbonyloxyimino-2-phenylacetonitrile described in Example 54 gave 3-(N-t-butoxycarbonylaminomethyl)phenylacetic acid, m.p. 95°-96.5°.

Sources & evidence

ORD record
ord-fc8303e40bc84aa2b79d13d2c6104f0e
Source dataset
uspto-grants-1979_06
Patent number
US04159373

Reaction notes

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