2,3,4,6-TETRA-O-ACETYL-BETA-D-GALACTOPYRANOSYL(1-4)-2,3,6-TRI-O-ACETYL-ALPHA-D-GLUCOPYRANOSYL IMIDATE

Base Information

• Chemical Name: 2,3,4,6-TETRA-O-ACETYL-BETA-D-GALACTOPYRANOSYL(1-4)-2,3,6-TRI-O-ACETYL-ALPHA-D-GLUCOPYRANOSYL IMIDATE
• CAS No.: 106256-89-7
• Molecular Formula: C₂₈H₃₆Cl₃NO₁₈
• Molecular Weight: 780.949

Synonyms:(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranosyl trichloroacetimidate

Chemical Property of 2,3,4,6-TETRA-O-ACETYL-BETA-D-GALACTOPYRANOSYL(1-4)-2,3,6-TRI-O-ACETYL-ALPHA-D-GLUCOPYRANOSYL IMIDATE

Chemical Property:

• Melting Point: 248-250°C
• Storage Temp.: 2-8°C

Purity/Quality:

Hepta-O-acetyl-lactose-1-O-trichloroacetimidate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

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Technology Process of 2,3,4,6-TETRA-O-ACETYL-BETA-D-GALACTOPYRANOSYL(1-4)-2,3,6-TRI-O-ACETYL-ALPHA-D-GLUCOPYRANOSYL IMIDATE

There total 33 articles about 2,3,4,6-TETRA-O-ACETYL-BETA-D-GALACTOPYRANOSYL(1-4)-2,3,6-TRI-O-ACETYL-ALPHA-D-GLUCOPYRANOSYL IMIDATE 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: 100.0%

2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyl-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranose (18464-08-9,66073-13-0,71623-44-4,101981-29-7,109922-72-7,109922-73-8,132287-75-3,132287-76-4,132287-78-6,132303-63-0,134311-82-3,134333-39-4) + trichloroacetonitrile (545-06-2) → 4-O-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyl)-2,3,6-tri-O-acetyl-α-D-glucopyranosyl trichloracetimidate (92052-38-5,106256-81-9,106256-89-7,126736-02-5,132287-70-8,132287-71-9,139403-73-9,130703-21-8)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 20 ℃; for 3h;

DOI:10.1039/c2cc30805c

Reference yield: 96.0%

2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-D-glucopyranose (18464-08-9,66073-13-0,71623-44-4,101981-29-7,109922-72-7,109922-73-8,132287-75-3,132287-76-4,132287-78-6,132303-63-0,134311-82-3,134333-39-4) + trichloroacetonitrile (545-06-2) → 4-O-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyl)-2,3,6-tri-O-acetyl-α-D-glucopyranosyl trichloracetimidate (92052-38-5,106256-81-9,106256-89-7,126736-02-5,132287-70-8,132287-71-9,139403-73-9,130703-21-8)

Guidance literature:

With caesium carbonate; In dichloromethane; Ambient temperature;

DOI:10.1016/0009-3084(94)90094-9

Reference yield: 91.0%

trichloroacetonitrile (545-06-2) + 4’-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-2’,3’,6’-tri-O-acetyl-D-glucopyranose (18464-08-9,66073-13-0,71623-44-4,101981-29-7,109922-72-7,109922-73-8,132287-75-3,132287-76-4,132287-78-6,132303-63-0,134311-82-3,134333-39-4) → (2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranosyl trichloroacetimidate (106256-89-7)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 0 - 20 ℃; for 5h; Inert atmosphere;

upstream raw materials:

2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-D-glucopyranose

trichloroacetonitrile

α-D-cellobiose octaacetate

α-D-glucopyranose-4-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2,3,6-triacetate

Downstream raw materials:

tigogenyl acetate

C₅₃H₇₈O₂₀

1β-(m-iodo)benzyl-hepta-O-acetyl cellobioside

1β-(m-iodo)benzyl cellobioside

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