benzyl 3-azido-2,3,6-trideoxy-α-L-glycero-hex-2-enopyranosid-4-ulose

Base Information

• Chemical Name: benzyl 3-azido-2,3,6-trideoxy-α-L-glycero-hex-2-enopyranosid-4-ulose
• CAS No.: 97389-92-9
• Molecular Formula: C₁₃H₁₃N₃O₃
• Molecular Weight: 259.265
• Mol file: 97389-92-9.mol

Synonyms:benzyl 3-azido-2,3,6-trideoxy-α-L-glycero-hex-2-enopyranosid-4-ulose

Chemical Property of benzyl 3-azido-2,3,6-trideoxy-α-L-glycero-hex-2-enopyranosid-4-ulose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl 3-azido-2,3,6-trideoxy-α-L-glycero-hex-2-enopyranosid-4-ulose

There total 2 articles about benzyl 3-azido-2,3,6-trideoxy-α-L-glycero-hex-2-enopyranosid-4-ulose which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

(2S,6R)-4-Azido-6-benzyloxy-2-methyl-3,6-dihydro-2H-pyran-3-ol → benzyl 3-azido-2,3,6-trideoxy-α-L-glycero-hex-2-enopyranosid-4-ulose (97389-92-9)

Guidance literature:

With dipyridinium dichromate; 4 A molecular sieve; In dichloromethane; for 12h; Yield given; Ambient temperature;

DOI:10.1016/0008-6215(85)85206-X

Reference yield:

benzyl 4-O-acetyl-3-azido-2,3,6-trideoxy-2-iodo-α-L-altro- and mannopyranoside → benzyl 3-azido-2,3,6-trideoxy-α-L-glycero-hex-2-enopyranosid-4-ulose (97389-92-9)

Guidance literature:

Multi-step reaction with 2 steps

1: MeONa / methanol

2: pyridinium dichromate, molecular sieves 4 Angstroem / CH₂Cl₂ / 12 h / Ambient temperature

With dipyridinium dichromate; 4 A molecular sieve; sodium methylate; In methanol; dichloromethane;

DOI:10.1016/0008-6215(85)85206-X

Reference yield: 100.0%

benzyl 3-azido-2,3,6-trideoxy-α-L-glycero-hex-2-enopyranosid-4-ulose (97389-92-9) → benzyl 3-azido-2,3,6-trideoxy-α-L-erythro-hex-2-enopyranoside (97389-93-0)

Guidance literature:

With sodium tetrahydroborate; In ethanol; at -20 ℃; for 0.5h;

DOI:10.1016/0008-6215(85)85206-X

Downstream raw materials:

benzyl 3-azido-2,3,6-trideoxy-α-L-threo-hex-2-enopyranoside

benzyl 3-azido-2,3,6-trideoxy-α-L-erythro-hex-2-enopyranoside

benzyl 3-acetamido-2,3,6-trideoxy-4-O-propionyl-α-L-xylo-hexopyranoside

benzyl 3-azido-2,3,6-trideoxy-4-O-propionyl-α-L-threo-hex-2-enopyranoside