5-amino-2,3-di-O-benzyl-4,6-O-benzylidene-5-deoxy-D-galactono-1,5-lactam

Base Information

• Chemical Name: 5-amino-2,3-di-O-benzyl-4,6-O-benzylidene-5-deoxy-D-galactono-1,5-lactam
• CAS No.: 916494-99-0
• Molecular Formula: C₂₇H₂₇NO₅
• Molecular Weight: 445.515

Synonyms:5-amino-2,3-di-O-benzyl-4,6-O-benzylidene-5-deoxy-D-galactono-1,5-lactam

Chemical Property of 5-amino-2,3-di-O-benzyl-4,6-O-benzylidene-5-deoxy-D-galactono-1,5-lactam

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Technology Process of 5-amino-2,3-di-O-benzyl-4,6-O-benzylidene-5-deoxy-D-galactono-1,5-lactam

There total 1 articles about 5-amino-2,3-di-O-benzyl-4,6-O-benzylidene-5-deoxy-D-galactono-1,5-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: 21.0%

2,3-di-O-benzyl-4,6-O-benzylidene-D-galactonamide (896447-95-3) + acetic anhydride (108-24-7) + dimethyl sulfoxide (67-68-5,8070-53-9) → 5-amino-2,3-di-O-benzyl-4,6-O-benzylidene-5-deoxy-D-galactono-1,5-lactam (916494-99-0) + 2,3-di-O-benzyl-4,6-O-benzylidene-5-O-(methylthiomethyl)-D-galactonamide

Guidance literature:

2,3-di-O-benzyl-4,6-O-benzylidene-D-galactonamide; acetic anhydride; dimethyl sulfoxide;

With L-Selectride; In tetrahydrofuran; at -78 ℃; for 1h;

DOI:10.1002/hlca.200690066

Reference yield: 86.0%

5-amino-2,3-di-O-benzyl-4,6-O-benzylidene-5-deoxy-D-galactono-1,5-lactam (916494-99-0) → 5-amino-2,3,6-tri-O-benzyl-5-deoxy-D-galactono-1,5-lactam (916495-00-6)

Guidance literature:

With triethylsilane; trifluorormethanesulfonic acid; In dichloromethane; at -78 ℃; for 1h;

DOI:10.1002/hlca.200690191

Reference yield: 75.0%

5-amino-2,3-di-O-benzyl-4,6-O-benzylidene-5-deoxy-D-galactono-1,5-lactam (916494-99-0) → 5-amino-2,3-di-O-benzyl-5-deoxy-D-galactono-1,5-lactam (896447-96-4)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; water; at 23 ℃; for 24h;

DOI:10.1002/hlca.200690066

upstream raw materials:

2,3-di-O-benzyl-4,6-O-benzylidene-D-galactonamide

acetic anhydride

dimethyl sulfoxide

Downstream raw materials:

5-amino-2,3-di-O-benzyl-5-deoxy-D-galactono-1,5-lactam

5-amino-2,3,6-tri-O-benzyl-5-deoxy-D-galactono-1,5-lactam

5-amino-2,3,6-tri-O-benzyl-4,5-dideoxy-D-xylo-hexono-1,5-lactam

5-amino-2,3,6-tri-O-benzyl-4,5-dideoxy-D-xylo-hexono-1,5-thiolactam

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