24695-38-3

Usage

General Description

2-acetamido-5-O-acetyl-2,3-dideoxy-D-glycero-pen is a chemical compound with a complex molecular structure. It contains an acetamido group and an acetyl group, as well as a dideoxyglycero group. 2-acetamido-5-O-acetyl-2,3-dideoxy-D-*glycero-pen is a derivative of dideoxy sugars and is commonly used as a building block for the synthesis of pharmaceuticals and natural products. Its specific chemical properties and potential applications are the subject of ongoing research and development in the field of organic chemistry.

Upstream product

• 83386-55-4 Acetic acid (2R,3S)-2-acetoxymethyl-4-acetylamino-5-oxo-tetrahydro-furan-3-yl ester 
• 108-24-7 acetic anhydride 
• 117771-16-1 2-acetamido-2-deoxy-D-arabinono-1,4-lactone 
• 1316842-56-4 2-acetamido-2-deoxy-D-arabinose N,N'-diphenylformazan 
• 128960-85-0 2-acetamido-2-deoxy-L-arabinono-1,4-lactone 

Relevant academic research and scientific papers

α-Amino Polyhydroxy Tetronic and Pentonic Acids from Bromodeoxyaldonolactones

Treatment of either 2-bromo-2-deoxy-L-threono-(3) or L-erythrono-1,4-lactone (6) with NaN3 gave identical mixtures of 2-azido-2-deoxy-L-threono- (7) and -L-erythronolactone (8).Similar treatment of 2-bromo-2-deoxy-D-xylono-1,4-lactone (13) gave a 1:1 mixture of 2-azido-2-deoxy-D-xylono- (15) and -D-lyxono-1,4-lactone (16), while the 2-bromo-2-deoxy-D-arabinono-1,4-lactone (24) gave a 1:1 mixture of 2-azido-2-deoxy-D-arabinono- (26) and D-ribono-1,4-lactone (27).All isomers could be separated by either flash chromatography or crystallization.Catalytic hydrogenation of the azido lactones gave the corresponding amino lactones, as hydrochlorides, or the α-amino acids.The azido lactone 15 was converted into 2-acetamido-2-deoxy-D-xylose (21), while 26 gave 2-amino-2-deoxy-D-arabinose * HCl (35).The epimeric mixture of azido lactones (15,16) or (26,27) were converted in a one-pot synthesis into 2-acetamido-5-O-acetyl-2,3-dideoxy-D-threo-pentono-1,4-lactone (37).The intermediate was shown to be 2-acetamido-5-O-acetyl-2,3-dideoxy-D-glycero-pent-2-eno-1,4-lactone (36), which was prepared from the fully acetylated amino lactones (32,33).The bromo lactones, as well as the 2-azido lactones, were shown to equilibrate under basic conditions.