2-azido-6-O-benzyl-2-deoxy-3,4-O-isopropylidene-β-D-galactopyranosyl nitrate

Base Information

• Chemical Name: 2-azido-6-O-benzyl-2-deoxy-3,4-O-isopropylidene-β-D-galactopyranosyl nitrate
• CAS No.: 128716-56-3
• Molecular Formula: C₁₆H₂₀N₄O₇
• Molecular Weight: 380.357
• Mol file: 128716-56-3.mol

Synonyms:2-azido-6-O-benzyl-2-deoxy-3,4-O-isopropylidene-β-D-galactopyranosyl nitrate

Chemical Property of 2-azido-6-O-benzyl-2-deoxy-3,4-O-isopropylidene-β-D-galactopyranosyl nitrate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-azido-6-O-benzyl-2-deoxy-3,4-O-isopropylidene-β-D-galactopyranosyl nitrate

There total 2 articles about 2-azido-6-O-benzyl-2-deoxy-3,4-O-isopropylidene-β-D-galactopyranosyl nitrate 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: 36.0%

1,5-anhydro-6-O-benzyl-2-deoxy-3,4-O-isopropylidene-D-lyxo-hex-1-enitol (124477-11-8) → N-acetyl-2-azido-6-O-benzyl-2-deoxy-3,4-O-isopropylidene-α-D-talopyranosylamine + N-acetyl-2-azido-6-O-benzyl-2-deoxy-3,4-O-isopropylidene-β-D-galactopyranosylamine + 2-azido-6-O-benzyl-2-deoxy-3,4-O-isopropylidene-β-D-galactopyranosyl nitrate (128716-56-3) + 2-azido-6-O-benzyl-2-deoxy-3,4-O-isopropylidene-α-D-galactopyranosyl nitrate (128716-55-2)

Guidance literature:

With sodium azide; ammonium cerium(IV) nitrate; In acetonitrile; at -20 ℃; for 5h;

DOI:10.1016/0008-6215(89)85086-4

Reference yield: 36.0%

1,5-anhydro-6-O-benzyl-2-deoxy-3,4-O-isopropylidene-D-lyxo-hex-1-enitol (124477-11-8) + acetonitrile (75-05-8,26809-02-9) → N-acetyl-2-azido-6-O-benzyl-2-deoxy-3,4-O-isopropylidene-α-D-talopyranosylamine + N-acetyl-2-azido-6-O-benzyl-2-deoxy-3,4-O-isopropylidene-β-D-galactopyranosylamine + 2-azido-6-O-benzyl-2-deoxy-3,4-O-isopropylidene-β-D-galactopyranosyl nitrate (128716-56-3) + 2-azido-6-O-benzyl-2-deoxy-3,4-O-isopropylidene-α-D-galactopyranosyl nitrate (128716-55-2)

Guidance literature:

With sodium azide; ammonium cerium(IV) nitrate; at -20 ℃; for 5h;

DOI:10.1016/0008-6215(89)85086-4

Reference yield: 64.0%

sodium methylate (124-41-4) + 2-azido-6-O-benzyl-2-deoxy-3,4-O-isopropylidene-β-D-galactopyranosyl nitrate (128716-56-3) → methyl 2-azido-6-O-benzyl-2-desoxy-3,4-O-isopropylidene-α-D-galactopyranoside (258286-28-1)

Guidance literature:

In methanol; at 20 ℃; for 4h;

DOI:10.1016/s0040-4020(99)00869-8

upstream raw materials:

1,5-anhydro-6-O-benzyl-2-deoxy-3,4-O-isopropylidene-D-lyxo-hex-1-enitol

acetonitrile

Downstream raw materials:

methyl 2-azido-6-O-benzyl-2-desoxy-3,4-O-isopropylidene-α-D-galactopyranoside

methyl 2-azido-6-O-benzyl-2-desoxy-α-D-galactopyranoside

methyl 3-O-acetyl-2-azido-6-O-benzyl-2-desoxy-α-D-galactopyranoside

methyl 2-azido-6-O-benzyl-2-desoxy-3-O-p-methoxybenzyl-α-D-galactopyranoside