2-(benzyloxycarbonyl)aminoethyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside

Base Information

• Chemical Name: 2-(benzyloxycarbonyl)aminoethyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside
• CAS No.: 1236190-16-1
• Molecular Formula: C₃₆H₄₇NO₂₀
• Molecular Weight: 813.764

Synonyms:2-(benzyloxycarbonyl)aminoethyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside

Chemical Property of 2-(benzyloxycarbonyl)aminoethyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside

Chemical Property:

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Technology Process of 2-(benzyloxycarbonyl)aminoethyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside

There total 2 articles about 2-(benzyloxycarbonyl)aminoethyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-acetyl-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: 86.0%

benzyl 2-hydroxyethylcarbamate (77987-49-6) + 2,3,6,2',3',4',6'-hepta-O-acetyl-lactosyl bromide (4753-07-5) → 2-(benzyloxycarbonyl)aminoethyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside (1236190-16-1) + 2-(benzyloxycarbonyl)aminoethyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-acetyl-α-D-glucopyranoside

Guidance literature:

With mercury(II) cyanide; In acetonitrile; at 90 ℃; for 0.25h; optical yield given as %de; Microwave irradiation;

DOI:10.3762/bjoc.6.81

Reference yield: 40.0%

benzyl 2-hydroxyethylcarbamate (77987-49-6) + 2,3,6,2',3',4',6'-hepta-O-acetyl-α-D-lactosyl trichloroacetimidate (92052-38-5,106256-89-7,126736-02-5,130703-21-8,132287-70-8,132287-71-9,139403-73-9,106256-81-9) → 2-(benzyloxycarbonyl)aminoethyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside (1236190-16-1)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; triethylamine; In dichloromethane; at 20 ℃; for 1h; pH=7; Cooling with ice;

DOI:10.1002/chem.201203794

Reference yield: 94.0%

2-(benzyloxycarbonyl)aminoethyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside (1236190-16-1) → 2-(benzyloxycarbonyl)aminoethyl β-D-galactopyranosyl-(1->4)-β-D-glucopyranoside (1042435-71-1)

Guidance literature:

With methanol; sodium methylate; at 20 ℃;

DOI:10.3762/bjoc.6.81

upstream raw materials:

benzyl 2-hydroxyethylcarbamate

2,3,6,2',3',4',6'-hepta-O-acetyl-lactosyl bromide

2,3,6,2',3',4',6'-hepta-O-acetyl-α-D-lactosyl trichloroacetimidate

Downstream raw materials:

2-(benzyloxycarbonyl)aminoethyl β-D-galactopyranosyl-(1->4)-β-D-glucopyranoside

C₃₅H₅₈N₄O₁₈S

C₅₀H₇₃N₃O₂₅S

C₃₆H₅₉N₃O₁₈S

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