methyl O-(3',4',6'-tri-O-acetyl-2'-deoxy-2'-phthalimido-β-D-glucopyranosyl)-(1'->3)-2-azido-4,6-O-benzylidene-2-deoxy-β-D-galactopyranoside

Base Information

• Chemical Name: methyl O-(3',4',6'-tri-O-acetyl-2'-deoxy-2'-phthalimido-β-D-glucopyranosyl)-(1'->3)-2-azido-4,6-O-benzylidene-2-deoxy-β-D-galactopyranoside
• CAS No.: 195976-19-3
• Molecular Formula: C₃₄H₃₆N₄O₁₄
• Molecular Weight: 724.678
• Mol file: 195976-19-3.mol

Synonyms:

Chemical Property of methyl O-(3',4',6'-tri-O-acetyl-2'-deoxy-2'-phthalimido-β-D-glucopyranosyl)-(1'->3)-2-azido-4,6-O-benzylidene-2-deoxy-β-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl O-(3',4',6'-tri-O-acetyl-2'-deoxy-2'-phthalimido-β-D-glucopyranosyl)-(1'->3)-2-azido-4,6-O-benzylidene-2-deoxy-β-D-galactopyranoside

There total 1 articles about methyl O-(3',4',6'-tri-O-acetyl-2'-deoxy-2'-phthalimido-β-D-glucopyranosyl)-(1'->3)-2-azido-4,6-O-benzylidene-2-deoxy-β-D-galactopyranoside 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%

Methyl-2-azido-4,6-O-benzylidene-2-desoxy-β-D-galactopyranoside (96093-11-7) + 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-O-trichloroacetimidate (87190-67-8) → methyl O-(3',4',6'-tri-O-acetyl-2'-deoxy-2'-phthalimido-β-D-glucopyranosyl)-(1'->3)-2-azido-4,6-O-benzylidene-2-deoxy-β-D-galactopyranoside (195976-19-3)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; 1.) dichloroethane, - 20 deg C, 2.) toluene, - 20 deg C, 2 h;

DOI:10.1039/a701742a

Reference yield:

methyl O-(3',4',6'-tri-O-acetyl-2'-deoxy-2'-phthalimido-β-D-glucopyranosyl)-(1'->3)-2-azido-4,6-O-benzylidene-2-deoxy-β-D-galactopyranoside (195976-19-3) → Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-amino-6-((2S,4aR,6R,7R,8R,8aR)-7-azido-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy)-tetrahydro-pyran-4-yl ester (1053709-52-6)

Guidance literature:

With hydrazine hydrate; In ethanol; at 70 ℃; for 0.25h;

DOI:10.1039/a701742a

Reference yield:

methyl O-(3',4',6'-tri-O-acetyl-2'-deoxy-2'-phthalimido-β-D-glucopyranosyl)-(1'->3)-2-azido-4,6-O-benzylidene-2-deoxy-β-D-galactopyranoside (195976-19-3) → methyl O-(2'-acetamido-3',4',6'-tri-O-acetyl-2'-deoxy-β-D-glucopyranosyl)-(1'->3)-2-azido-4,6-O-benzylidene-2-deoxy-β-D-galactopyranoside (195976-20-6)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrazine hydrate / ethanol / 0.25 h / 70 °C

2: pyridine / 0.33 h / 90 °C

With pyridine; hydrazine hydrate; In ethanol;

DOI:10.1039/a701742a

upstream raw materials:

Methyl-2-azido-4,6-O-benzylidene-2-desoxy-β-D-galactopyranoside

3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-O-trichloroacetimidate

Downstream raw materials:

Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-amino-6-((2S,4aR,6R,7R,8R,8aR)-7-azido-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy)-tetrahydro-pyran-4-yl ester

methyl O-(2'-acetamido-3',4',6'-tri-O-acetyl-2'-deoxy-β-D-glucopyranosyl)-(1'->3)-2-azido-4,6-O-benzylidene-2-deoxy-β-D-galactopyranoside