185382-08-5

Upstream product

• 14533-84-7 pentafluorophenyl trifloroacetate 
• 185382-04-1 (2R,3R,4S)-3-(acetylamino)-4-(2,3-bis(tert-butoxycarbonyl)guanidino)-3,4-dihydro-2H-pyran-2,6-dicarboxylic acid 6-benzhydryl ester 
• 185382-04-1 (2R,3R,4S)-3-Acetylamino-4-[2,3-bis(tert-butoxycarbonyl)-guanidino]-3,4-dihydro-2H-pyran-2,6-dicarboxylic acid 6-benzhydryl ester 
• 185382-06-3 (4S,5R,6R)-5-(acetylamino)-4-(2,3-bis(tert-butoxycarbonyl)guanidino)-6-((1R,2R),3-trihydroxypropyl)-5,6-dihydro-4H-pyran-2-carboxylic acid benzhydryl ester 
• 152120-54-2 N,N'-bis( tert-butoxycarbonyl)-1H-pyrazole-1-carboxamidine 
• 130525-62-1 5-acetamido-4-amino-2,6-anhydro-3,4,5-trideoxy-D-glycero-D-galacto-non-2-enonic acid 

Downstream Products

• 185382-10-9 (4S,5R,6R)-5-(acetylamino)-4-(2,3-bis(tert-butoxycarbonyl)guanidino)-6-(dipropylcarbamoyl)-5,6-dihydro-4H-pyran-2-carboxylic acid benzhydryl ester 
• 1053704-50-9 C₄₅H₆₅N₅O₉ 
• 1053268-19-1 C₃₇H₄₉N₅O₉ 

Relevant academic research and scientific papers

6-Carboxamido dihydropyran derivatives

Compounds of formula (I), STR1 wherein R1 represents OR5, SR5, NR5 R6, N(OR5)R6 or N(NR5 R6)R6 ; X represents OH, N3, NR3 R4 or NR4 CO2 R15 ; Y represents H or NHR2 ; R2 represents a group SO2 R7 or COR7 ; R3 represents H, C1-6 alkyl or C(=NR8)NR9 R10 ; R4 represents H or C1-6 alkyl; R5 represents H, C1-20 alkyl, C3-8 cycloalkyl, C2-20 alkenyl, C2-20 alkynyl, CHR11 COR12 or C1-20 alkyl substituted by one or more groups selected from NR13 R14, NR13 COR14, CO2 R13, OR13, C3-8 cycloalkyl and optionally substituted aryl; each R6 independently represents H, C1-6 alkyl, C3-8 cycloalkyl, C2-6 alkenyl, C2-20 alkynyl, aryl or C1-4 alkyl substituted by one or more groups selected from NR13 R14, COR13, C3-8 cycloalkyl, CN, N3, OR13 and optionally substituted aryl; or R5 and R6 together form a C2-6 hydrocarbon chain which may optionally contain a group NR13 which chain is optionally substituted by 1, 2, 3 or 4 groups selected from oxo and C1-6 alkyl groups which groups may optionally be substituted by hydroxy or optionally substituted aryl; R7 represents C1-6 alkyl optionally substituted by one or more halogen atoms, C3-8 cycloalkyl or optionally substituted aryl; R8, R9 and R10 each independently represent H, C1-6 alkyl, amino, hydroxy, cyano or nitro; R11 represents the side chain of a D- or L-amino acid; R12 represents NR13 R14, OR13 or R13 ; each R13 and each R14 independently represents H, C1-6 alkyl or optionally substituted arylC1-4 alkyl; R15 represents C1-6 alkyl; and their pharmaceutically acceptable derivatives are neuraminidase inhibitors useful in the treatment of viral infections.

Dihydropyrancarboxamides related to zanamivir: A new series of inhibitors of influenza virus sialidases. 1. Discovery, synthesis, biological activity, and structure-activity relationships of 4-guanidino- and 4-amino-4h-pyran-6-carboxamides

4-Amino- and 4-guanidino-4ff-pyran-6-carboxamides 4 and 5 related to zanamivir (GG167) are a new class of inhibitors of influenza virus sialidases. Structure-activity studies reveal that, in general, secondary amides are weak inhibitors of both influenza