Methyl 3,4,6-tri-O-benzyl-2-(2',4',6'-tribenzyloxyphenylamino)-2-deoxy-α-D-glucopyranoside

Base Information

• Chemical Name: Methyl 3,4,6-tri-O-benzyl-2-(2',4',6'-tribenzyloxyphenylamino)-2-deoxy-α-D-glucopyranoside
• CAS No.: 207272-68-2
• Molecular Formula: C₅₅H₅₅NO₈
• Molecular Weight: 858.044
• Mol file: 207272-68-2.mol

Synonyms:Methyl 3,4,6-tri-O-benzyl-2-(2',4',6'-tribenzyloxyphenylamino)-2-deoxy-α-D-glucopyranoside

Chemical Property of Methyl 3,4,6-tri-O-benzyl-2-(2',4',6'-tribenzyloxyphenylamino)-2-deoxy-α-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Methyl 3,4,6-tri-O-benzyl-2-(2',4',6'-tribenzyloxyphenylamino)-2-deoxy-α-D-glucopyranoside

There total 9 articles about Methyl 3,4,6-tri-O-benzyl-2-(2',4',6'-tribenzyloxyphenylamino)-2-deoxy-α-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: 79.0%

Methyl 2-amino-3,4,6-tri-O-benzyl-2-deoxy-α-D-glucopyranoside (242142-78-5) + (+)-2,3,5/4,6-Pentabenzyloxycyclohexanone (207296-28-4) → Methyl 3,4,6-tri-O-benzyl-2-(2',4',6'-tribenzyloxyphenylamino)-2-deoxy-α-D-glucopyranoside (207272-68-2)

Guidance literature:

In benzene; at 60 ℃;

DOI:10.1039/a800279g

Reference yield:

Methyl 3,4,6-tri-O-benzyl-2-(2',2',2'-trichloroethoxycarbonylamino)-2-deoxy-α-D-glucopyranoside (207272-67-1) → Methyl 3,4,6-tri-O-benzyl-2-(2',4',6'-tribenzyloxyphenylamino)-2-deoxy-α-D-glucopyranoside (207272-68-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 62 percent / Zn/Cu; aq. KH₂PO₄ / tetrahydrofuran / 9 h / 20 °C

2: 79 percent / 15 h / 60 °C

With potassium dihydrogenphosphate; copper; zinc; In tetrahydrofuran; 1: Substitution / 2: Condensation;

DOI:10.1039/a902826i

Reference yield:

Methyl 2-(2',2',2'-trichloroethoxycarbonylamino)-2-deoxy-α-D-glucopyranoside (207272-66-0) → Methyl 3,4,6-tri-O-benzyl-2-(2',4',6'-tribenzyloxyphenylamino)-2-deoxy-α-D-glucopyranoside (207272-68-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 78 percent / CF₃SO₃H / cyclohexane; CH₂Cl₂ / 2.5 h / 20 °C

2: 62 percent / Zn/Cu; aq. KH₂PO₄ / tetrahydrofuran / 9 h / 20 °C

3: 79 percent / 15 h / 60 °C

With potassium dihydrogenphosphate; trifluorormethanesulfonic acid; copper; zinc; In tetrahydrofuran; dichloromethane; cyclohexane; 1: Etherification / 2: Substitution / 3: Condensation;

DOI:10.1039/a902826i

upstream raw materials:

Methyl 2-amino-3,4,6-tri-O-benzyl-2-deoxy-α-D-glucopyranoside

(+)-2,3,5/4,6-Pentabenzyloxycyclohexanone

glucosamine

(+)-2,3,4,5,6-pentakis-O-benzyl myo-inositol