ethyl 3-O-acetyl-2-O-benzyl-4,6-O-benzylidene-α-D-mannopyranosyl trichloroacetimidate

Base Information

• Chemical Name: ethyl 3-O-acetyl-2-O-benzyl-4,6-O-benzylidene-α-D-mannopyranosyl trichloroacetimidate
• CAS No.: 876405-33-3
• Molecular Formula: C₂₄H₂₄Cl₃NO₇
• Molecular Weight: 544.816
• Mol file: 876405-33-3.mol

Synonyms:ethyl 3-O-acetyl-2-O-benzyl-4,6-O-benzylidene-α-D-mannopyranosyl trichloroacetimidate

Chemical Property of ethyl 3-O-acetyl-2-O-benzyl-4,6-O-benzylidene-α-D-mannopyranosyl trichloroacetimidate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 3-O-acetyl-2-O-benzyl-4,6-O-benzylidene-α-D-mannopyranosyl trichloroacetimidate

There total 3 articles about ethyl 3-O-acetyl-2-O-benzyl-4,6-O-benzylidene-α-D-mannopyranosyl 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: 69.2%

trichloroacetonitrile (545-06-2) + 3-O-acetyl-2-O-benzyl-4,6-O-benzylidene-1-thio-α,β-D-mannopyranoside → ethyl 3-O-acetyl-2-O-benzyl-4,6-O-benzylidene-α-D-mannopyranosyl trichloroacetimidate (876405-33-3)

Guidance literature:

With potassium carbonate; In dichloromethane; at 20 ℃; for 3h;

Reference yield:

ethyl 2-O-benzyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside (454664-78-9) → ethyl 3-O-acetyl-2-O-benzyl-4,6-O-benzylidene-α-D-mannopyranosyl trichloroacetimidate (876405-33-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 93 percent / pyridine

2: 71.4 percent / mercury(II) trifluoroacetate / CH₂Cl₂; H₂O / 12 h / 0 °C

3: 69.2 percent / K₂CO₃ / CH₂Cl₂ / 3 h / 20 °C

With pyridine; mercury(II) trifluoroacetate; potassium carbonate; In dichloromethane; water;

Reference yield:

ethyl 3-O-acetyl-2-O-benzyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside (521309-20-6) → ethyl 3-O-acetyl-2-O-benzyl-4,6-O-benzylidene-α-D-mannopyranosyl trichloroacetimidate (876405-33-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 71.4 percent / mercury(II) trifluoroacetate / CH₂Cl₂; H₂O / 12 h / 0 °C

2: 69.2 percent / K₂CO₃ / CH₂Cl₂ / 3 h / 20 °C

With mercury(II) trifluoroacetate; potassium carbonate; In dichloromethane; water;

upstream raw materials:

trichloroacetonitrile

ethyl 2-O-benzyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside

ethyl 3-O-acetyl-2-O-benzyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside

Downstream raw materials:

tert-butyl 3-O-acetyl-2-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl-(1->4)-[2-(trimethylsilyl)ethyl 2,3-di-O-benzyl-β-D-glucopyranosid]uronate

tert-butyl 2-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl-(1->4)-[2-(trimethylsilyl)ethyl 2,3-di-O-benzyl-β-D-glucopyranosid]uronate

2-(trimethylsilyl)ethyl 3-O-acetyl-2-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl-(1->4)-2,3-di-O-benzyl-β-D-glucopyranoside

2-(trimethylsilyl)ethyl 3-O-acetyl-2-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl-(1->4)-2,3-di-O-benzyl-6-O-(4-methoxybenzyl)-β-D-glucopyranoside