154564-64-4

Upstream product

• 100-52-7 benzaldehyde 
• 147025-06-7 dodecyl 2-(acetylamino)-2-deoxy-β-D-glucopyranoside 
• 112-53-8 1-dodecyl alcohol 
• 3068-34-6 Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-chloro-tetrahydro-pyran-4-yl ester 
• 211567-22-5 dodecyl 3,4,6-tri-O-acetyl-2-(acetylamino)-2-deoxy-β-D-glucopyranoside 

Downstream Products

• 169788-77-6 C₂₇H₄₅NO₅ 
• 211567-29-2 1-dodecyl 2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-allopyranoside 
• 211567-35-0 Bis-(2-chloro-ethyl)-((3aR,4R,5aR,8R,9aR,9bS)-4-dodecyloxy-2-oxo-8-phenyl-octahydro-1,5,7,9-tetraoxa-3-aza-2λ⁵-phospha-cyclopenta[a]naphthalen-2-yl)-amine 
• 195006-97-4 dodecyl 2-amino-(R)-4,6-O-benzylidene-2-deoxy-β-D-allopyranoside 
• 211567-26-9 Methanesulfonic acid (2R,4aR,6R,7R,8R,8aR)-7-acetylamino-6-dodecyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester 

Relevant academic research and scientific papers

Alkylating agents from sugars. Cyclophosphamides derived from 2-amino- 2-deoxy-D-allose

Cyclophosphamides derived from alkyl 2-amino-4,6-O-benzylidene-2-deoxy- β-D-allopyranosides have been synthesized with good yield by treatment of the corresponding 2-amino-2-deoxy-D-allose derivatives with bis(2- chloroethyl)phosphoramide dichloride. The ring-forming reaction took place with very high diastereoselectivity. Subsequent hydrogenolysis gave excellent yields of cyclophosphamides derived from alkyl 2-amino-2-deoxy-β-D- allopyranosides, with hydrophilicity greater than that of the precursors. The starting material was easily available from 2-acetamido-2-deoxy-D-glucose.