Water → E-2-amino-2-methyl-5-phosphono-3-pentenoic acid

HRID 1682283Notes

Reaction equation

HRID 1682283 reaction equation
C[O:2][C:3](=[O:20])[C:4]([NH:17]C=O)([CH3:16])/[CH:5]=[CH:6]/[CH2:7][P:8]([O:13]CC)([O:10]CC)=[O:9].O>Cl>[NH2:17][C:4]([CH3:16])(/[CH:5]=[CH:6]/[CH2:7][P:8]([OH:13])([OH:10])=[O:9])[C:3]([OH:20])=[O:2]

Participants

4

Reactant 2

HCID 962WaterHCID 23181455E-2-formylamino-2-methyl-5-diethylphosphono-3-pentenoic acid methyl ester

Product 1

HCID 19804969E-2-amino-2-methyl-5-phosphono-3-pentenoic acid

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

14.5 g of E-2-formylamino-2-methyl-5-diethylphosphono-3-pentenoic acid methyl ester are heated for 32 hours under nitrogen at 100°-105° in 500 ml of 4.35 N hydrochloric acid. Working up as in Example 11 yields E-2-amino-2-methyl-5-phosphono-3-pentenoic acid, m.p. 225°-226° (from water).

Sources & evidence

ORD record
ord-4eadf752ebe0406dab760c55b29f2c95
Source dataset
uspto-grants-1992_12
Patent number
US05175344

Reaction notes

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