2-(p-nitrophenyl)ethyl 4-O-acetyl-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Base Information

• Chemical Name: 2-(p-nitrophenyl)ethyl 4-O-acetyl-2,3,6-tri-O-benzyl-β-D-glucopyranoside
• CAS No.: 357674-72-7
• Molecular Formula: C₃₇H₃₉NO₉
• Molecular Weight: 641.718
• Mol file: 357674-72-7.mol

Synonyms:2-(p-nitrophenyl)ethyl 4-O-acetyl-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Chemical Property of 2-(p-nitrophenyl)ethyl 4-O-acetyl-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(p-nitrophenyl)ethyl 4-O-acetyl-2,3,6-tri-O-benzyl-β-D-glucopyranoside

There total 3 articles about 2-(p-nitrophenyl)ethyl 4-O-acetyl-2,3,6-tri-O-benzyl-β-D-glucopyranoside 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: 84.0%

4-O-acetyl-2,3,6-tri-O-benzyl-α-D-glucopyranosyl chloride (61236-94-0) + 2-(4-nitrophenyl)ethanol (100-27-6) → 2-(p-nitrophenyl)ethyl 4-O-acetyl-2,3,6-tri-O-benzyl-β-D-glucopyranoside (357674-72-7)

Guidance literature:

2-(4-nitrophenyl)ethanol; With molecular sieve; for 0.5h;

4-O-acetyl-2,3,6-tri-O-benzyl-α-D-glucopyranosyl chloride; In chloroform; at 20 ℃; for 20h;

DOI:10.1081/CAR-100102540

Reference yield:

1,4-di-O-acetyl-2,3,6-tri-O-benzyl-D-glucopyranoside (61236-93-9) → 2-(p-nitrophenyl)ethyl 4-O-acetyl-2,3,6-tri-O-benzyl-β-D-glucopyranoside (357674-72-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 60 percent / HCl / diethyl ether / 20 °C

2.1: Ag-sieves / 0.5 h

2.2: 84 percent / CHCl₃ / 20 h / 20 °C

With hydrogenchloride; molecular sieve; In diethyl ether;

DOI:10.1081/CAR-100102540

Reference yield:

2,3,6-Tri-O-benzyl-α-D-glucopyranose (24679-79-6) → 2-(p-nitrophenyl)ethyl 4-O-acetyl-2,3,6-tri-O-benzyl-β-D-glucopyranoside (357674-72-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 68 percent / pyridine / 48 h / 20 °C

2.1: 60 percent / HCl / diethyl ether / 20 °C

3.1: Ag-sieves / 0.5 h

3.2: 84 percent / CHCl₃ / 20 h / 20 °C

With pyridine; hydrogenchloride; molecular sieve; In diethyl ether;

DOI:10.1081/CAR-100102540

upstream raw materials:

4-O-acetyl-2,3,6-tri-O-benzyl-α-D-glucopyranosyl chloride

2-(4-nitrophenyl)ethanol

1,4-di-O-acetyl-2,3,6-tri-O-benzyl-D-glucopyranoside

2,3,6-Tri-O-benzyl-α-D-glucopyranose

Downstream raw materials:

2-(p-nitrophenyl)ethyl O-(2,3,4,6-terta-O-acetyl-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

2-(p-nitrophenyl)ethyl (β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

2-(p-nitrophenyl)ethyl 2,3,6-tri-O-benzyl-β-D-glucopyranoside