86334-92-1

Basic information

• Product Name: N-(1-deoxy-D-fructos-1-yl)-L-phenylalanine
• Synonyms: N-(1-deoxy-D-fructos-1-yl)-L-phenylalanine
• CAS NO: 86334-92-1
• Molecular Weight: 327.334
• Mol File: 86334-92-1.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: N-(1-deoxy-D-fructos-1-yl)-L-phenylalanine(CAS DataBase Reference)
• NIST Chemistry Reference: N-(1-deoxy-D-fructos-1-yl)-L-phenylalanine(86334-92-1)
• EPA Substance Registry System: N-(1-deoxy-D-fructos-1-yl)-L-phenylalanine(86334-92-1)

Safety Data

• Hazardous Substances Data: 86334-92-1(Hazardous Substances Data)

Upstream product

• 16874-17-2 L-phenylalanine tert-butyl ester 
• 530-26-7 D-Mannose 
• 63-91-2 L-phenylalanine 
• 247167-07-3 N-(o-nitrobenzenesulfonyl)-L-phenylalanine tert-butyl ester 
• 3947-62-4 2,3,4,5-tetra-O-acetyl-D-glucopyranose 
• 757242-11-8 (S)-2-[(2-Nitro-benzenesulfonyl)-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yl)-amino]-3-phenyl-propionic acid 
• 2280-44-6 D-Glucose 

Relevant articles and documents

Revisiting Amadori and Heyns synthesis: Critical percentage of acyclic form play the trick in addition to catalyst

Amadori and Heyns reaction are landmark reactions of carbohydrate chemistry. Synthesis of simple Amadori and Heyns compounds are complicated by various factors and require tedious column chromatographic or ion chromatographic separations. Herein, we report an improved catalytic method based on classical synthetic method of Amadori and Heyns compounds in light of new understanding of a factor governing the reaction. By utilizing the improved catalytic method, we have accomplished several Amadori compounds of D-tagatose and also numerous other Amadori and Heyns compounds.

Mitsunobu glycosylation of nitrobenzenesulfonamides: Novel route to Amadori rearrangement products

Amino-acid derived 2-nitrobenzenesulfonamides were successfully condensed under Mitsunobu conditions with 2,3,4,6-tetra-O-acetyl-D-glucose to afford the fully protected glucosylamines in excellent yield. Upon total deprotection, these compounds rearranged to provide the corresponding Amadori products in good overall yield.