33647-82-4

Usage

InChI:InChI=1/C7H10O3/c1-5-6(8)3-4-7(9-2)10-5/h3-5,7H,1-2H3/t5-,7+/m1/s1

Upstream product

• 55533-59-0 Methyl-2,3-anhydro-6-desoxy-α-D-ribo-hexopyranosid-4-ulose 
• 67-56-1 methanol 
• 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 

Downstream Products

• 18977-93-0 3-amino-2,3,6-trideoxy-DL-lyxo-hexopyranoside hydrochloride 
• 6605-26-1 N,O-diacetyl-α-daunosaminide 
• 6605-27-2 methyl 3-acetamido-2,3,6-trideoxy-α-DL-lyxo-hexopyranoside 
• 18977-92-9 methyl α-DL-daunosaminide 
• 18977-92-9 methyl α-DL-ristosaminide 
• 34385-27-8 methyl 4-O-benzoyl-2,3,6-trideoxy-α-DL-threo-hex-2-enopyranoside 
• 97327-52-1 methyl 3-benzamido-4-O-benzoyl-2-bromo-2,3,6-trideoxy-α-DL-galactopyranoside 
• 97327-50-9 methyl 4-O-(N-benzoylbenzimidoyl)-2,3,6-trideoxy-α-DL-threo-hex-2-enopyranoside 
• 62774-42-9 methyl 3-benzamido-4-O-benzoyl-2,3,6-trideoxy-α-DL-lyxo-hexopyranoside 
• 32385-06-1 (+/-)-Ristosamine methyl ether 
• 17016-64-7 methyl 3-benzamido-2,3,6-trideoxy-α-DL-lyxo-hexopyranoside 

Relevant academic research and scientific papers

De novo asymmetric synthesis of anthrax tetrasaccharide and related tetrasaccharide

(Chemical Equation Presented) A de novo asymmetric approach to the natural product anthrax tetrasaccharide 1 and an analogue 2 with an anomeric hexyl azide group has been developed from acetylfuran. The construction of the tetrasaccharide was achieved by

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.