127766-57-8

Basic information

• Product Name: methyl 4-O-benzoyl-6β-carboxy-2,3-dideoxy-3-trifluoroacetamido-α-D-ribo-hexopyranoside
• Synonyms: methyl 4-O-benzoyl-6β-carboxy-2,3-dideoxy-3-trifluoroacetamido-α-D-ribo-hexopyranoside
• CAS NO: 127766-57-8
• Molecular Weight: 391.301
• Mol File: 127766-57-8.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: methyl 4-O-benzoyl-6β-carboxy-2,3-dideoxy-3-trifluoroacetamido-α-D-ribo-hexopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 4-O-benzoyl-6β-carboxy-2,3-dideoxy-3-trifluoroacetamido-α-D-ribo-hexopyranoside(127766-57-8)
• EPA Substance Registry System: methyl 4-O-benzoyl-6β-carboxy-2,3-dideoxy-3-trifluoroacetamido-α-D-ribo-hexopyranoside(127766-57-8)

Safety Data

• Hazardous Substances Data: 127766-57-8(Hazardous Substances Data)

Upstream product

• 127766-52-3 Benzoic acid (2R,3S,4S,6S)-2-hydroxymethyl-6-methoxy-4-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-3-yl ester 
• 127766-51-2 Benzoic acid (2R,3S,4S,6S)-2-benzyloxymethyl-6-methoxy-4-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-3-yl ester 
• 127853-68-3 methyl 4,6-O-benzylidene-3-trifluoroacetamido-2,3-dideoxy-α-D-ribo-hexopyranoside 
• 127766-50-1 N-((2R,3S,4S,6S)-2-Benzyloxymethyl-3-hydroxy-6-methoxy-tetrahydro-pyran-4-yl)-2,2,2-trifluoro-acetamide 

Downstream Products

• 127766-58-9 (2S,3S,4S,6S)-3-Benzoyloxy-6-methoxy-4-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-2-carboxylic acid methyl ester 
• 127766-59-0 (2S,3S,4S,6S)-3-Benzoyloxy-6-hydroxy-4-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-2-carboxylic acid methyl ester 
• 127766-60-3 (2S,3S,4S)-3-Benzoyloxy-6-oxo-4-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-2-carboxylic acid methyl ester 

Relevant articles and documents

Practical TEMPO-mediated oxidation of alcohols using different polymer-bound co-oxidants

Hypochlorite and chlorite exchange resins are evaluated as co-oxidants or oxidants, respectively, for the oxidation of alcohols to the corresponding aldehydes, ketones or carboxylic acids. Polymer-bound hypochlorite can act as a co-oxidant in TEMPO-mediated oxidations of alcohols. The formation of aldehydes only works under weakly acidic conditions. However, the cheap hypochlorite exchange resin is less efficient as co-oxidant compared to the use of ionically immobilised bisacetoxybromate(I) anions. In contrast, the chlorite exchange resin is a highly potent co-oxidant for the preparation of carboxylic acids from the corresponding primary alcohols in the presence of TEMPO. It is demonstrated that in this case also the resin acts as a polymer-bound co-oxidant for both oxidation steps. Yields are commonly excellent as is also demonstrated for examples taken from natural product synthesis which include acid labile glycosides. In most cases, work-up of this heavy metal-free oxidation is kept to a minimum. It often includes filtration followed by removal of the solvent.