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

Base Information

• Chemical Name: 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
• CAS No.: 1375073-92-9
• Molecular Formula: C₄₇H₅₅N₁₃O₁₉
• Molecular Weight: 1106.03
• Mol file: 1375073-92-9.mol

Synonyms: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

Chemical Property of 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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 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

There total 1 articles about 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 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: 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

Reference yield:

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) → C23H37N13O12

Guidance literature:

With methylamine; In ethanol; at 20 ℃; for 8h; Inert atmosphere;

DOI:10.1021/jm3012992

Reference yield:

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) → 5-O-(5-amino-5,6-dideoxy-β-D-allofuranosyl)-paromamine (1356826-90-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: methylamine / ethanol / 8 h / 20 °C / Inert atmosphere

2.1: sodium hydroxide / tetrahydrofuran; water / 0.17 h / 20 °C / Inert atmosphere

2.2: 1 h / Inert atmosphere

With methylamine; sodium hydroxide; In tetrahydrofuran; ethanol; water;

DOI:10.1021/jm3012992

upstream raw materials:

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

C₂₂H₁₉Cl₃N₄O₆

Downstream raw materials:

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

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