2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzoyl-α-D-glucopyranosyl trichloroacetimidate

Base Information

• Chemical Name: 2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzoyl-α-D-glucopyranosyl trichloroacetimidate
• CAS No.: 140209-88-7
• Molecular Formula: C₆₃H₅₀Cl₃NO₁₈
• Molecular Weight: 1215.44
• Mol file: 140209-88-7.mol

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

Chemical Property of 2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzoyl-α-D-glucopyranosyl trichloroacetimidate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzoyl-α-D-glucopyranosyl trichloroacetimidate

There total 4 articles about 2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzoyl-α-D-glucopyranosyl trichloroacetimidate 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: 92.0%

trichloroacetonitrile (545-06-2) + 2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzoyl-α-D-glucopyranose (140209-81-0) → 2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzoyl-α-D-glucopyranosyl trichloroacetimidate (140209-88-7)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 0 ℃; for 3h; Inert atmosphere;

DOI:10.1002/chem.200801160

Reference yield:

benzoyl (2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-(1->4)-(2,3,6-tri-O-benzoyl)-α-D-glucopyranoside (41545-58-8) → 2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzoyl-α-D-glucopyranosyl trichloroacetimidate (140209-88-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / AcO(-)N₂H₅(+) / dimethylformamide / 60 °C

2: 80 percent / DBU / CH₂Cl₂ / 2 h

With hydrazinium monoacetate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1002/chem.200204544

Reference yield:

2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl-(1->4)-1,2,3,6-tetra-O-benzoyl-D-glucopyranose (91280-47-6) → 2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzoyl-α-D-glucopyranosyl trichloroacetimidate (140209-88-7)

Guidance literature:

Multi-step reaction with 2 steps

1: NH₃ / tetrahydrofuran; methanol / 3 h / 20 °C

2: 6.8 g / K₂CO₃ / CH₂Cl₂ / 12 h / 20 °C

With ammonia; potassium carbonate; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1016/j.carres.2005.08.010

upstream raw materials:

trichloroacetonitrile

2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzoyl-α-D-glucopyranose

2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl-(1->4)-1,2,3,6-tetra-O-benzoyl-D-glucopyranose

2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl-(1→4)-2,3,6-tri-O-benzoyl-α-D-glucopyranosyl bromide

Downstream raw materials:

C₄₀H₆₉NO₃₅

(2S,3R,4E)-[2',3',6'-tri-O-benzoyl-4'-O-(2'',3'',4'',6''-tetra-O-benzoyl-β-D-galactopyranosyl)-β-D-glucopyranosyl]-(1'->1)-2-(hexadecanoylamido)-3-O-benzoyl-4-octadecene-1,3-diol

29-thioacetyl-3,6,9,12,15,18-hexaoxanonacosyl-2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl(1->4)-2,3,6-tri-O-benzoyl-β-D-glucopyranoside

11-thioacetylundecanyl-2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl(1->4)-2,3,6-tri-O-benzoyl-β-D-glucopyranoside