2-N-p-nitrobenzyloxycarbonyl-1,3,4,6-tetra-O-acetyl-D-galactosamine

Base Information

• Chemical Name: 2-N-p-nitrobenzyloxycarbonyl-1,3,4,6-tetra-O-acetyl-D-galactosamine
• CAS No.: 276241-41-9
• Molecular Formula: C₂₂H₂₆N₂O₁₃
• Molecular Weight: 526.454
• Mol file: 276241-41-9.mol

Synonyms:2-N-p-nitrobenzyloxycarbonyl-1,3,4,6-tetra-O-acetyl-D-galactosamine

Chemical Property of 2-N-p-nitrobenzyloxycarbonyl-1,3,4,6-tetra-O-acetyl-D-galactosamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-N-p-nitrobenzyloxycarbonyl-1,3,4,6-tetra-O-acetyl-D-galactosamine

There total 3 articles about 2-N-p-nitrobenzyloxycarbonyl-1,3,4,6-tetra-O-acetyl-D-galactosamine 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: 95.0%

acetic anhydride (108-24-7) + ((3R,4R,5R,6R)-2,4,5-Trihydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl)-carbamic acid 4-nitro-benzyl ester → 2-N-p-nitrobenzyloxycarbonyl-1,3,4,6-tetra-O-acetyl-D-galactosamine (276241-41-9)

Guidance literature:

With pyridine; dmap;

DOI:10.1016/S0960-894X(00)00107-4

Reference yield:

D-galactosamine (90-76-6,90-77-7,530-23-4,579-32-8,579-33-9,643-68-5,2596-19-2,6490-68-2,6490-70-6,6490-72-8,6490-73-9,6490-74-0,14196-84-0,14196-86-2,14257-69-3,58381-21-8) → 2-N-p-nitrobenzyloxycarbonyl-1,3,4,6-tetra-O-acetyl-D-galactosamine (276241-41-9)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N / 0 °C

2: 95 percent / pyridine; DMAP

With pyridine; dmap; triethylamine; 1: Acylation / 2: Acetylation;

DOI:10.1016/S0960-894X(00)00107-4

Reference yield:

4-nitrobenzyl chloroformate (4457-32-3) → 2-N-p-nitrobenzyloxycarbonyl-1,3,4,6-tetra-O-acetyl-D-galactosamine (276241-41-9)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N / 0 °C

2: 95 percent / pyridine; DMAP

With pyridine; dmap; triethylamine; 1: Acylation / 2: Acetylation;

DOI:10.1016/S0960-894X(00)00107-4

upstream raw materials:

acetic anhydride

D-galactosamine

4-nitrobenzyl chloroformate

Downstream raw materials:

Acetic acid (2R,3R,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-(4-nitro-benzyloxycarbonylamino)-6-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-4-yl ester

Acetic acid (2R,3R,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-(4-nitro-benzyloxycarbonylamino)-6-[(2R,3S,4R,5S,6R)-3,4,5-tris-benzyloxy-6-(2-octylcarbamoyl-ethyl)-tetrahydro-pyran-2-ylmethoxy]-tetrahydro-pyran-4-yl ester

Acetic acid (2R,3R,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-6-[(4aR,6S,7R,8R,8aR)-7-acetylamino-6-methoxy-2-(4-methoxy-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-5-amino-tetrahydro-pyran-4-yl ester

Acetic acid (2R,3R,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-[(4aR,6S,7R,8R,8aR)-7-acetylamino-6-methoxy-2-(4-methoxy-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-tetrahydro-pyran-4-yl ester