54656-60-9

Basic information

• Product Name: methyl 3-benzamido-2,3,6-trideoxy-α-DL-lyxo-hexopyranoside
• CAS NO: 54656-60-9
• Molecular Weight: 265.309
• Mol File: 54656-60-9.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: methyl 3-benzamido-2,3,6-trideoxy-α-DL-lyxo-hexopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 3-benzamido-2,3,6-trideoxy-α-DL-lyxo-hexopyranoside(54656-60-9)
• EPA Substance Registry System: methyl 3-benzamido-2,3,6-trideoxy-α-DL-lyxo-hexopyranoside(54656-60-9)

Safety Data

• Hazardous Substances Data: 54656-60-9(Hazardous Substances Data)

Upstream product

• 54623-23-3 methyl-3-amino-2,3,6-tridesoxy-α-L-arabino-hexopyranoside 
• 98-88-4 benzoyl chloride 
• 33647-67-5 1-(2,5-dimethoxy-2,5-dihydrofuran-2-yl)ethanol from 2-Acetylfuran 
• 1192-62-7 1-(2-furyl)-1-ethanone 
• 4208-64-4 1-(2-furyl)ethanol 
• 97327-50-9 methyl 4-O-(N-benzoylbenzimidoyl)-2,3,6-trideoxy-α-DL-threo-hex-2-enopyranoside 
• 33647-82-4 methyl 2,3,6-trideoxy-α-DL-glycero-hex-2-enopyranosid-4-ulose 
• 26922-36-1 methyl 2,3,6-trideoxy-α-DL-erythro-hex-2-enopyranoside 
• 614-28-8 N-benzoylbenzamide 
• 97327-52-1 methyl 3-benzamido-4-O-benzoyl-2-bromo-2,3,6-trideoxy-α-DL-galactopyranoside 
• 62774-42-9 methyl 3-benzamido-4-O-benzoyl-2,3,6-trideoxy-α-DL-lyxo-hexopyranoside 
• 132894-56-5 C₁₇H₂₀ClNO₈ 
• 112020-68-5 (E)-(2S,3R)-2-((S)-1-Hydroxy-ethyl)-3-methoxycarbonylamino-5-phenylsulfanyl-pent-4-enoic acid tert-butyl ester 
• 132894-57-6 (2S,3R,4S,6R)-6-Methoxy-4-methoxycarbonylamino-2-methyl-tetrahydro-pyran-3-carboxylic acid tert-butyl ester 

Downstream Products

• 18977-93-0 3-amino-2,3,6-trideoxy-DL-lyxo-hexopyranoside hydrochloride 

Relevant articles and documents

A New Approach to L-Daunosamine and L-Acosamine from t-Butyl S-(+)-3-Hydroxybutanoate

A concise synthesis of the N-acyl derivatives of L-daunosamine and L-acosamine is achieved using the highly stereoselective enolate-imine condensation of the lithium dianion of t-Butyl (S)-(+)-3-hydroxybutanoate with N-acylaldimine.

SYNTHESIS OF (L)-DAUNOSAMINE AND RELATED AMINO SUGARS

1-(2-Furyl)ethanol (6) has been converted into methyl (+/-)-daunosaminide (1) and methyl (+/-)-ristosaminide (3) by use of an intramolecular cyclisation of a trichloroacetimidate group. (+/-)-Daunosamine (1) has been obtained more directly from the alcohol (10) by use of a modified Mitsunobu reaction; the scope of the latter reaction has been explored using cyclohex-2-en-1-ol as a model substrate.Asymmetric reduction of 2-acetylfuran (5) has given (S)-1-(2-furyl)ethanol (46) in good enantiomeric excess, thus providing a short route to the L-enantiomers of the amino sugars (1), (2), and (3) from a cheap, non-carbohydrate precursor.

A New Route to (+/-)-Daunosamine and Related Amino-sugars

1-(2-Furyl)ethanol has been converted into (+/-)-daunosamine by use of a modified Mitsunobu reaction.