1,6-diazido-2,5-di-O-benzyl-1,6-dideoxy-3,4-O-methylethylidene-L-iditol

Base Information

• Chemical Name: 1,6-diazido-2,5-di-O-benzyl-1,6-dideoxy-3,4-O-methylethylidene-L-iditol
• CAS No.: 206655-88-1
• Molecular Formula: C₂₃H₂₈N₆O₄
• Molecular Weight: 452.513
• Mol file: 206655-88-1.mol

Synonyms:1,6-diazido-2,5-di-O-benzyl-1,6-dideoxy-3,4-O-methylethylidene-L-iditol

Chemical Property of 1,6-diazido-2,5-di-O-benzyl-1,6-dideoxy-3,4-O-methylethylidene-L-iditol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,6-diazido-2,5-di-O-benzyl-1,6-dideoxy-3,4-O-methylethylidene-L-iditol

There total 2 articles about 1,6-diazido-2,5-di-O-benzyl-1,6-dideoxy-3,4-O-methylethylidene-L-iditol 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: 89.0%

benzyl bromide (100-39-0) + 1,6-diazido-1,6-dideoxy-3,4-O-methylethylidene-L-iditol (111651-40-2) → 1,6-diazido-2,5-di-O-benzyl-1,6-dideoxy-3,4-O-methylethylidene-L-iditol (206655-88-1)

Guidance literature:

With 1H-imidazole; sodium hydride; In tetrahydrofuran; for 18h; Ambient temperature;

DOI:10.1055/s-1998-3129

Reference yield:

1,2:5,6-dianhydro-3,4-O-methylethylidene-L-iditol (63699-97-8) → 1,6-diazido-2,5-di-O-benzyl-1,6-dideoxy-3,4-O-methylethylidene-L-iditol (206655-88-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 83 percent / NaN₃, NH₄Cl, H₂O / methanol / 18 h / Ambient temperature

2: 89 percent / NaH, imidazole / tetrahydrofuran / 18 h / Ambient temperature

With 1H-imidazole; sodium azide; water; sodium hydride; ammonium chloride; In tetrahydrofuran; methanol;

DOI:10.1055/s-1998-3129

Reference yield: 82.0%

1,6-diazido-2,5-di-O-benzyl-1,6-dideoxy-3,4-O-methylethylidene-L-iditol (206655-88-1) → 1,6-dianino-2,5-di-O-benzyl-1,6-dideoxy-3,4-O-methylethylidene-L-iditol (206655-89-2)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; for 3h; Ambient temperature;

DOI:10.1055/s-1998-3129

upstream raw materials:

benzyl bromide

1,6-diazido-1,6-dideoxy-3,4-O-methylethylidene-L-iditol

1,2:5,6-dianhydro-3,4-O-methylethylidene-L-iditol

Downstream raw materials:

1,6-dianino-2,5-di-O-benzyl-1,6-dideoxy-3,4-O-methylethylidene-L-iditol

(4S,5R,6R,7S)-5,8-dibenzyloxymethyl-6,7-dihydroxy-6,7-O-methylethylidene-1,3-diazepan-2-thione

(5S,6R,7R,8S)-5,8-dibenzyloxy-6,7-dihydroxy-6,7-O-methylethylidene-2-(N-benzyl)-imino-1,3-diazonane