2-amino-3,4,6-tri-O-benzyl-1,5-[(tert-butyloxycarbonyl)imino]-1,2,5-trideoxy-D-glucitol

Base Information

• Chemical Name: 2-amino-3,4,6-tri-O-benzyl-1,5-[(tert-butyloxycarbonyl)imino]-1,2,5-trideoxy-D-glucitol
• CAS No.: 250737-22-5
• Molecular Formula: C₃₂H₄₀N₂O₅
• Molecular Weight: 532.68
• Mol file: 250737-22-5.mol

Synonyms:2-amino-3,4,6-tri-O-benzyl-1,5-[(tert-butyloxycarbonyl)imino]-1,2,5-trideoxy-D-glucitol

Chemical Property of 2-amino-3,4,6-tri-O-benzyl-1,5-[(tert-butyloxycarbonyl)imino]-1,2,5-trideoxy-D-glucitol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-amino-3,4,6-tri-O-benzyl-1,5-[(tert-butyloxycarbonyl)imino]-1,2,5-trideoxy-D-glucitol

There total 5 articles about 2-amino-3,4,6-tri-O-benzyl-1,5-[(tert-butyloxycarbonyl)imino]-1,2,5-trideoxy-D-glucitol 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%

3,4,6-tri-O-benzyl-2-[(benzyloxycarbonyl)amino]-1,5-[(tert-butyloxycarbonyl)imino]-1,2,5-trideoxy-D-glucitol (250737-21-4) → 2-amino-3,4,6-tri-O-benzyl-1,5-[(tert-butyloxycarbonyl)imino]-1,2,5-trideoxy-D-glucitol (250737-22-5)

Guidance literature:

With formic acid; hydrogen; palladium on activated charcoal; In water; ethyl acetate; isopropyl alcohol; for 2h;

DOI:10.1002/(sici)1099-0690(199910)1999:10<2593::aid-ejoc2593>3.0.co;2-c

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → 2-amino-3,4,6-tri-O-benzyl-1,5-[(tert-butyloxycarbonyl)imino]-1,2,5-trideoxy-D-glucitol (250737-22-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / triethylamine / CH₂Cl₂ / 46 h

2: 89 percent / hydrogen; formic acid / 5 percent Pd/C / H₂O; ethyl acetate; propan-2-ol / 2 h

With formic acid; hydrogen; triethylamine; palladium on activated charcoal; In dichloromethane; water; ethyl acetate; isopropyl alcohol; 1: Esterification / 2: Hydrogenation;

DOI:10.1002/(sici)1099-0690(199910)1999:10<2593::aid-ejoc2593>3.0.co;2-c

Reference yield:

3,4,6-tri-O-benzyl-2-[(benzyloxycarbonyl)amino]-1,2,5-trideoxy-1,5-imino-D-glucitol (250737-19-0) → 2-amino-3,4,6-tri-O-benzyl-1,5-[(tert-butyloxycarbonyl)imino]-1,2,5-trideoxy-D-glucitol (250737-22-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / triethylamine / CH₂Cl₂ / 46 h

2: 89 percent / hydrogen; formic acid / 5 percent Pd/C / H₂O; ethyl acetate; propan-2-ol / 2 h

With formic acid; hydrogen; triethylamine; palladium on activated charcoal; In dichloromethane; water; ethyl acetate; isopropyl alcohol; 1: Esterification / 2: Hydrogenation;

DOI:10.1002/(sici)1099-0690(199910)1999:10<2593::aid-ejoc2593>3.0.co;2-c

upstream raw materials:

3,4,6-tri-O-benzyl-2-[(benzyloxycarbonyl)amino]-1,5-[(tert-butyloxycarbonyl)imino]-1,2,5-trideoxy-D-glucitol

di-tert-butyl dicarbonate

3,4,6-tri-O-benzyl-2-[(benzyloxycarbonyl)amino]-1,2,5-trideoxy-1,5-imino-D-glucitol

3,4,6-tri-O-benzyl-2-[(benzyloxycarbonyl)amino]-2-deoxy-D-glucono-δ-lactam

Downstream raw materials:

3,4,5-tri-O-benzyl-2-[(R)-3-(6-benzyloxycarbonyl)aminohexanoyloxytetradecanoylamino]-1,5-[(tert-butoxycarbonyl)imino]-1,2,5-trideoxy-D-glucitol

3,4,5-tri-O-benzyl-2-[(6-benzyloxycarbonyl)aminohexanoylamino]-1,5-[(tert-butoxycarbonyl)imino]-1,2,5-trideoxy-D-glucitol