4-nitrophenyl 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl-(1→6)-4-O-acetyl-2,3-O-isopropylidene-α-D-mannopyranoside

Base Information

• Chemical Name: 4-nitrophenyl 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl-(1→6)-4-O-acetyl-2,3-O-isopropylidene-α-D-mannopyranoside
• CAS No.: 1628187-20-1
• Molecular Formula: C₅₁H₄₇NO₁₈
• Molecular Weight: 961.93

Synonyms:4-nitrophenyl 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl-(1→6)-4-O-acetyl-2,3-O-isopropylidene-α-D-mannopyranoside

Chemical Property of 4-nitrophenyl 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl-(1→6)-4-O-acetyl-2,3-O-isopropylidene-α-D-mannopyranoside

Chemical Property:

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Technology Process of 4-nitrophenyl 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl-(1→6)-4-O-acetyl-2,3-O-isopropylidene-α-D-mannopyranoside

There total 2 articles about 4-nitrophenyl 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl-(1→6)-4-O-acetyl-2,3-O-isopropylidene-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: 96.0%

4-nitrophenyl 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl-(1→6)-2,3-O-isopropylidene-α-Dmannopyranoside (1628187-19-8) → 4-nitrophenyl 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl-(1→6)-4-O-acetyl-2,3-O-isopropylidene-α-D-mannopyranoside (1628187-20-1)

Guidance literature:

With acetic anhydride; In pyridine; at 20 ℃; for 12h;

DOI:10.3390/molecules19056683

Reference yield:

4-nitrophenyl-α-D-mannopyranoside (10357-27-4) → 4-nitrophenyl 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl-(1→6)-4-O-acetyl-2,3-O-isopropylidene-α-D-mannopyranoside (1628187-20-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: toluene-4-sulfonic acid / N,N-dimethyl-formamide / 2 h / 70 °C / Inert atmosphere

2.1: dichloromethane / 0.5 h / Molecular sieve; Inert atmosphere

2.2: 2 h

3.1: acetic anhydride / pyridine / 12 h / 20 °C

With acetic anhydride; toluene-4-sulfonic acid; In pyridine; dichloromethane; N,N-dimethyl-formamide;

DOI:10.3390/molecules19056683

Reference yield: 91.0%

4-nitrophenyl 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl-(1→6)-4-O-acetyl-2,3-O-isopropylidene-α-D-mannopyranoside (1628187-20-1) → 4-nitrophenyl 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl-(1→6)-4-O-acetyl-α-D-mannopyranoside (1628187-21-2)

Guidance literature:

In acetic acid; at 70 ℃; for 2h;

DOI:10.3390/molecules19056683

upstream raw materials:

4-nitrophenyl-α-D-mannopyranoside

4-nitrophenyl 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl-(1→6)-2,3-O-isopropylidene-α-Dmannopyranoside

Downstream raw materials:

4-nitrophenyl 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl-(1→6)-4-O-acetyl-α-D-mannopyranoside

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