81102-12-7

Upstream product

• 139535-04-9 benzyl 2-(benzyloxycarbonyl)amino-2,3-dideoxy-4-O-methanesulfonyl-α,β-DL-erythro-pentopyranoside 

Downstream Products

• 139588-65-1 benzyl 4-(N-benzyloxycarbonyl-D-alanylamino)-2-(benzyloxycarbonyl)amino-2,3,4-trideoxy-α-DL-threo-pentopyranoside 
• 81102-13-8 benzyl 4-(N-benzyloxycarbonyl-D-alanylamino)-2-(benzyloxycarbonyl)amino-2,3,4-trideoxy-β-DL-threo-pentopyranoside 

Relevant academic research and scientific papers

Synthesis and Antifungal Activity of 3-Deoxy-DL-prumycin Analogues

A number of 3-deoxy-DL-prumycin analogues containing one or more amino acid moieties were synthesized.Key intermediate 2 afforded ester analogues by coupling with H-D- or L-Ala-OH, while intermediates 6 and 9 afforded amide analogues by coupling with H-D-Ala-D-Ala-OH, H-D-Ala-OH, 2-amino-4,4-dichlorobutanoic acid and acetic acid.The antifungal activity of the analogues against various phytopathogenic fungi was measured. - Key Words: 3-Deoxyprumycin / Amino acids / Peptides / Antifungal agents

Total synthesis of 4-(D-alanylamino)-2-amino-2,3,4-trideoxy-DL-threo-pentose (3-deoxy-DL-prumycin)

3-Deoxy-DL-prumycin (1) was synthesized from 2-furanmethanol (2-furfuryl alcohol, 2) in eleven steps in 15% total yield. Michael addition of azide anion to 2,3-dideoxy-DL-pent-2-enopyranos-4-ulose (3) and reduction in situ of the adduct afforded the key i