3',4',6',6-tetra-O-acetyl-2',3-diazido-1-N-[(S)-4-azido-2-O-acetyl-butanoyl]-6'-(R)-methyl-paromamine

Base Information

• Chemical Name: 3',4',6',6-tetra-O-acetyl-2',3-diazido-1-N-[(S)-4-azido-2-O-acetyl-butanoyl]-6'-(R)-methyl-paromamine
• CAS No.: 1375073-77-0
• Molecular Formula: C₂₇H₃₈N₁₀O₁₄
• Molecular Weight: 726.657
• Mol file: 1375073-77-0.mol

Synonyms:3',4',6',6-tetra-O-acetyl-2',3-diazido-1-N-[(S)-4-azido-2-O-acetyl-butanoyl]-6'-(R)-methyl-paromamine

Chemical Property of 3',4',6',6-tetra-O-acetyl-2',3-diazido-1-N-[(S)-4-azido-2-O-acetyl-butanoyl]-6'-(R)-methyl-paromamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3',4',6',6-tetra-O-acetyl-2',3-diazido-1-N-[(S)-4-azido-2-O-acetyl-butanoyl]-6'-(R)-methyl-paromamine

There total 1 articles about 3',4',6',6-tetra-O-acetyl-2',3-diazido-1-N-[(S)-4-azido-2-O-acetyl-butanoyl]-6'-(R)-methyl-paromamine 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: 70.0%

2',3-diazido-1-N-[(S)-4-azido-2-hydroxybutanoyl]-6'-(R)-methyl-paromamine (1236217-64-3) + acetic anhydride (108-24-7) → 3',4',6',6-tetra-O-acetyl-2',3-diazido-1-N-[(S)-4-azido-2-O-acetyl-butanoyl]-6'-(R)-methyl-paromamine (1375073-77-0)

Guidance literature:

With pyridine; at -12 ℃; for 16h;

DOI:10.1016/j.bmc.2010.03.060

Reference yield: 91.0%

5-deoxy-5-azido-2,3-di-O-benzoyl-1-O-trichloroacetimido-D-ribofuranose (918800-28-9) + 3',4',6',6-tetra-O-acetyl-2',3-diazido-1-N-[(S)-4-azido-2-O-acetyl-butanoyl]-6'-(R)-methyl-paromamine (1375073-77-0) → C46H53N13O19

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at -30 - 20 ℃; Molecular sieve;

DOI:10.1016/j.bmc.2010.03.060

Reference yield: 76.0%

3',4',6',6-tetra-O-acetyl-2',3-diazido-1-N-[(S)-4-azido-2-O-acetyl-butanoyl]-6'-(R)-methyl-paromamine (1375073-77-0) + C22H19Cl3N4O6 (1356827-06-9) → 6′-(R)-methyl-5-O-(5-azido-5,6-dideoxy-2,3-O-dibenzoyl-β-D-allofuranosyl)-3′,4′,6′,6-tetra-O-acetyl-2′,3-diazido-1-N-[(S)-4-azido-2-O-acetyl-butanoyl]paromamine (1375073-92-9)

Guidance literature:

3',4',6',6-tetra-O-acetyl-2',3-diazido-1-N-[(S)-4-azido-2-O-acetyl-butanoyl]-6'-(R)-methyl-paromamine; C₂₂H₁₉Cl₃N₄O₆; In dichloromethane; at 20 ℃; for 0.166667h; Molecular sieve; Inert atmosphere;

With boron trifluoride diethyl etherate; In dichloromethane; at -20 - -15 ℃; for 1.5h; Inert atmosphere;

DOI:10.1021/jm3012992

upstream raw materials:

2',3-diazido-1-N-[(S)-4-azido-2-hydroxybutanoyl]-6'-(R)-methyl-paromamine

acetic anhydride

Downstream raw materials:

ELX-05

5-O-(5-amino-5,6-dideoxy-β-D-allofuranosyl)-paromamine

6′-(R)-methyl-5-O-(5-amino-5,6-dideoxy-α-L-talofuranosyl)-1-N-[(S)-4-amino-2-hydroxy-butanoyl]-paromamine

6′-(R)-methyl-5-O-(5-amino-5,6-dideoxy-β-D-allofuranosyl)-1-N-[(S)-4-amino-2-hydroxy-butanoyl]-paromamine