71426-48-7

Basic information

• Product Name: L-Glutamic acid, N-[(phenylmethoxy)carbonyl]-, 1-(phenylmethyl) ester, 5-[2-[4-(hydroxymethyl)phenyl]hydrazide]
• CAS NO: 71426-48-7
• Molecular Formula: C27H29N3O6
• Molecular Weight: 491.544
• Mol File: 71426-48-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: L-Glutamic acid, N-[(phenylmethoxy)carbonyl]-, 1-(phenylmethyl) ester, 5-[2-[4-(hydroxymethyl)phenyl]hydrazide](CAS DataBase Reference)
• NIST Chemistry Reference: L-Glutamic acid, N-[(phenylmethoxy)carbonyl]-, 1-(phenylmethyl) ester, 5-[2-[4-(hydroxymethyl)phenyl]hydrazide](71426-48-7)
• EPA Substance Registry System: L-Glutamic acid, N-[(phenylmethoxy)carbonyl]-, 1-(phenylmethyl) ester, 5-[2-[4-(hydroxymethyl)phenyl]hydrazide](71426-48-7)

Safety Data

• Hazardous Substances Data: 71426-48-7(Hazardous Substances Data)

Upstream product

• 619-67-0 4-Hydrazinobenzoic acid 
• 3705-42-8 Cbz-(L)-Glu-OBn 
• 4510-12-7 methyl 4-hydrazinobenzoate 
• 71426-47-6 4-[N'-((S)-4-Benzyloxycarbonyl-4-benzyloxycarbonylamino-butyryl)-hydrazino]-benzoic acid 
• 73454-78-1 (p-hydroxymethylphenyl)hydrazine 

Downstream Products

• 2757-90-6 β-N-[γ-L-(+)glutamyl]-4-(hydroxymethyl)phenylhydrazine 

Relevant articles and documents

Novel Synthesis of Agaritine, a 4-Hydrazinobenzyl-Alcohol Derivative Occuring in Agaricaceae

The 4-hydrazinobenzyl alcohol (3) was prepared (58percent) by diisobutylaluminiumhydride reduction of methyl 4-hydrazinobenzoate (4), whereas LiAlH4 of LiBH4 reduction of 4 proceeded further to yield (via intermediate 3) (4-tolylhydrazine (5).The alcohol 3 was stable under O2-free conditions and exhibited no tendency to eliminate H2O, neither thermally nor with H+ catalysis.Oxidation of 3 with SeO2 yielded 4-(hydroxymethyl)benzenediazonium ion (8), identified by its azo coupling product 9 with 2-naphthol.Condensation of 3 with 1-benzyl 5-hydrogen N-(benzyloxycarbonyl)-L-glutamate (1) in presence of dicyclohexylcarbodiimide afforded 82percent of N2-(benzyloxycarbonyl)-L-glutamic acid 1-(benzyl-ester) 5-(2-hydrazide) (11) which upon controlled hydrogenolysis (quinoline-sulfur-poisoned Pd/C catalyst) gave 82percent of L-glutamic acid 5-(2-hydrazide) (1), i.e. agaritine, a metabolite of Agaricus bisporus.Without poisoning of the catalyst, hydrogenolysis of (11) yielded L-glutamic acid 5-2-(4-tolyl)hydrazide) (12).