p-nitrophenyl 3,4,6-tri-O-acetyl-2-O-methyl-α-D-mannopyranoside

Base Information

• Chemical Name: p-nitrophenyl 3,4,6-tri-O-acetyl-2-O-methyl-α-D-mannopyranoside
• CAS No.: 10357-33-2
• Molecular Formula: C₁₉H₂₃NO₁₁
• Molecular Weight: 441.392
• Mol file: 10357-33-2.mol

Synonyms:p-nitrophenyl 3,4,6-tri-O-acetyl-2-O-methyl-α-D-mannopyranoside

Chemical Property of p-nitrophenyl 3,4,6-tri-O-acetyl-2-O-methyl-α-D-mannopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of p-nitrophenyl 3,4,6-tri-O-acetyl-2-O-methyl-α-D-mannopyranoside

There total 4 articles about p-nitrophenyl 3,4,6-tri-O-acetyl-2-O-methyl-α-D-mannopyranoside 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: 79.7%

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + 1,3,4,6-tetra-O-acetyl-2-O-methyl-α-D-mannopyranose (7226-48-4,10357-30-9,14199-54-3,14199-55-4,14199-57-6,18968-06-4,32445-64-0,32475-75-5,52645-74-6,67322-02-5,100018-31-3,101540-16-3,140148-47-6) → p-nitrophenyl 3,4,6-tri-O-acetyl-2-O-methyl-α-D-mannopyranoside (10357-33-2)

Guidance literature:

With boron trifluoride diethyl etherate; In toluene; at 20 ℃; for 15h;

DOI:10.1080/07328300008544084

Reference yield:

methyl 3-O-benzyl-4,6-O-benzylidene-2-O-methyl-α-D-mannopyranoside (64605-18-1) → p-nitrophenyl 3,4,6-tri-O-acetyl-2-O-methyl-α-D-mannopyranoside (10357-33-2)

Guidance literature:

Multi-step reaction with 3 steps

1: H₂; aq. HCl / Pd/C / ethanol / 18 h / 3800 Torr

2: 1.55 g / AcOH; H₂SO₄

3: 79.7 percent / BF₃*Et₂O / toluene / 15 h / 20 °C

With hydrogenchloride; sulfuric acid; boron trifluoride diethyl etherate; hydrogen; acetic acid; palladium on activated charcoal; In ethanol; toluene; 1: Hydrogenolysis / 2: Acetylation / 3: Substitution;

DOI:10.1080/07328300008544084

Reference yield:

methyl 2-O-methyl-α-D-mannopyranoside (27552-08-5) → p-nitrophenyl 3,4,6-tri-O-acetyl-2-O-methyl-α-D-mannopyranoside (10357-33-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.55 g / AcOH; H₂SO₄

2: 79.7 percent / BF₃*Et₂O / toluene / 15 h / 20 °C

With sulfuric acid; boron trifluoride diethyl etherate; acetic acid; In toluene; 1: Acetylation / 2: Substitution;

DOI:10.1080/07328300008544084

upstream raw materials:

4-nitro-phenol

1,3,4,6-tetra-O-acetyl-2-O-methyl-α-D-mannopyranose

methyl 2-O-methyl-α-D-mannopyranoside

methyl 3-O-benzyl-4,6-O-benzylidene-2-O-methyl-α-D-mannopyranoside

Downstream raw materials:

p-nitrophenyl 2-O-methyl-α-D-mannopyranoside