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

Base Information

• Chemical Name: 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
• CAS No.: 357674-74-9
• Molecular Formula: C₄₉H₅₅NO₁₇
• Molecular Weight: 929.972
• Mol file: 357674-74-9.mol

Synonyms: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

Chemical Property of 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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 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

There total 5 articles about 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 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: 75.0%

2-(p-nitrophenyl)ethyl 2,3,6-tri-O-benzyl-β-D-glucopyranoside (357674-73-8) + 1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside (3068-32-4) → 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 (357674-74-9)

Guidance literature:

With calcium sulfate; silver trifluoromethanesulfonate; silver carbonate; In dichloromethane; toluene; at -70 - -10 ℃;

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 O-(2,3,4,6-terta-O-acetyl-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside (357674-74-9)

Guidance literature:

Multi-step reaction with 4 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

3.1: 100 percent / NaOMe / methanol / 20 °C

4.1: 75 percent / silver carbonate; silver trifluoromethanesulfonate; Drierite / CH₂Cl₂; toluene / -70 - -10 °C

With hydrogenchloride; calcium sulfate; molecular sieve; sodium methylate; silver trifluoromethanesulfonate; silver carbonate; In methanol; diethyl ether; dichloromethane; toluene;

DOI:10.1081/CAR-100102540

Reference yield:

4-O-acetyl-2,3,6-tri-O-benzyl-α-D-glucopyranosyl chloride (61236-94-0) → 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 (357674-74-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: Ag-sieves / 0.5 h

1.2: 84 percent / CHCl₃ / 20 h / 20 °C

2.1: 100 percent / NaOMe / methanol / 20 °C

3.1: 75 percent / silver carbonate; silver trifluoromethanesulfonate; Drierite / CH₂Cl₂; toluene / -70 - -10 °C

With calcium sulfate; molecular sieve; sodium methylate; silver trifluoromethanesulfonate; silver carbonate; In methanol; dichloromethane; toluene;

DOI:10.1081/CAR-100102540

upstream raw materials:

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

1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside

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

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

Downstream raw materials:

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