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

Base Information

• Chemical Name: 3,4,6-tri-O-benzyl-2-[(benzyloxycarbonyl)amino]-2-deoxy-D-glucono-δ-lactam
• CAS No.: 250737-18-9
• Molecular Formula: C₃₅H₃₆N₂O₆
• Molecular Weight: 580.681
• Mol file: 250737-18-9.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 1 articles about 3,4,6-tri-O-benzyl-2-[(benzyloxycarbonyl)amino]-2-deoxy-D-glucono-δ-lactam 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: 85.0%

3,4,6-tri-O-benzyl-2-[(benzyloxycarbonyl)amino]-5-dehydro-2-deoxy-5-hydroxy-D-glucono-δ-lactam (250737-16-7) → 3,4,6-tri-O-benzyl-2-[(benzyloxycarbonyl)amino]-2-deoxy-D-glucono-δ-lactam (250737-18-9)

Guidance literature:

With formic acid; sodium cyanoborohydride; In acetonitrile; for 2h; Heating;

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

Reference yield: 78.0%

3,4,6-tri-O-benzyl-2-[(benzyloxycarbonyl)amino]-2-deoxy-D-glucono-δ-lactam (250737-18-9) → 3,4,6-tri-O-benzyl-2-[(benzyloxycarbonyl)amino]-1,2,5-trideoxy-1,5-imino-D-glucitol (250737-19-0)

Guidance literature:

With borane-THF; In tetrahydrofuran; at 20 ℃; for 16h;

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

Reference yield: 74.0%

3,4,6-tri-O-benzyl-2-[(benzyloxycarbonyl)amino]-2-deoxy-D-glucono-δ-lactam (250737-18-9) → 2-amino-3,4,6-tri-O-benzyl-2-deoxy-D-glucono-δ-lactam (250737-20-3)

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

upstream raw materials:

3,4,6-tri-O-benzyl-2-[(benzyloxycarbonyl)amino]-5-dehydro-2-deoxy-5-hydroxy-D-glucono-δ-lactam

Downstream raw materials:

2-amino-3,4,6-tri-O-benzyl-2-deoxy-D-glucono-δ-lactam

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

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

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