4-nitrophenyl (2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl) carbonate

Base Information

• Chemical Name: 4-nitrophenyl (2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl) carbonate
• CAS No.: 415918-01-3
• Molecular Formula: C₂₁H₂₃NO₁₄
• Molecular Weight: 513.412
• Mol file: 415918-01-3.mol

Synonyms:4-nitrophenyl (2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl) carbonate

Chemical Property of 4-nitrophenyl (2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl) carbonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-nitrophenyl (2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl) carbonate

There total 3 articles about 4-nitrophenyl (2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl) carbonate 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: 66.0%

2,3,4,6-tetra-O-acetyl-α/β-D-galactopyranose (3947-62-4,6207-76-7,10343-06-3,19235-21-3,22554-70-7,22860-22-6,57884-82-9,62057-79-8,70191-05-8,109525-54-4,140147-37-1,47339-09-3) + 4-Nitrophenyl chloroformate (7693-46-1) → 4-nitrophenyl (2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl) carbonate (415918-01-3) + 4-nitrophenyl (2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl) carbonate (415917-91-8)

Guidance literature:

With pyridine; In dichloromethane; at 0 ℃; for 4h;

DOI:10.1081/CAR-100108661

Reference yield:

2,3,4,6-tetra-O-acetyl-α/β-D-galactopyranose (3947-62-4,6207-76-7,10343-06-3,19235-21-3,22554-70-7,22860-22-6,57884-82-9,62057-79-8,70191-05-8,109525-54-4,140147-37-1,47339-09-3) + 4-nitrobenzoyl chloroformate → 4-nitrophenyl (2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl) carbonate (415918-01-3)

Guidance literature:

2,3,4,6-tetra-O-acetyl-α/β-D-galactopyranose; With 1,4-diaza-bicyclo[2.2.2]octane; In tetrahydrofuran; at 0 ℃; for 0.0333333h; Inert atmosphere;

4-nitrobenzoyl chloroformate; With benzotriazol-1-ol; In tetrahydrofuran; at 0 ℃; for 2h; Reagent/catalyst; Solvent; Temperature;

DOI:10.1016/j.bmcl.2016.05.052

Reference yield:

β-D-galactose peracetate (4163-60-4) → 4-nitrophenyl (2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl) carbonate (415918-01-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / benzylamine / tetrahydrofuran / 0.5 h / 20 °C

2: triethylamine / CH₂Cl₂ / 4.5 h / 20 °C

With triethylamine; benzylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo050010o

upstream raw materials:

2,3,4,6-tetra-O-acetyl-α/β-D-galactopyranose

4-Nitrophenyl chloroformate

β-D-galactose peracetate