2-O-acetyl-3,4,6-tri-O-benzoyl-α-D-galactopyranosyl trichloroacetimidate

Base Information

• Chemical Name: 2-O-acetyl-3,4,6-tri-O-benzoyl-α-D-galactopyranosyl trichloroacetimidate
• CAS No.: 663622-32-0
• Molecular Formula: C₃₁H₂₆Cl₃NO₁₀
• Molecular Weight: 678.907

Synonyms:2-O-acetyl-3,4,6-tri-O-benzoyl-α-D-galactopyranosyl trichloroacetimidate

Chemical Property of 2-O-acetyl-3,4,6-tri-O-benzoyl-α-D-galactopyranosyl trichloroacetimidate

Chemical Property:

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Technology Process of 2-O-acetyl-3,4,6-tri-O-benzoyl-α-D-galactopyranosyl trichloroacetimidate

There total 3 articles about 2-O-acetyl-3,4,6-tri-O-benzoyl-α-D-galactopyranosyl 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: 86.0%

trichloroacetonitrile (545-06-2) + C29H26O10 → 2-O-acetyl-3,4,6-tri-O-benzoyl-α-D-galactopyranosyl trichloroacetimidate (663622-32-0)

Guidance literature:

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

DOI:10.1055/s-2003-42109

Reference yield:

1,2-di-O-acetyl-3,4,6-tri-O-benzoyl-D-galactopyranose (663622-30-8) → 2-O-acetyl-3,4,6-tri-O-benzoyl-α-D-galactopyranosyl trichloroacetimidate (663622-32-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / PhCH₂NH₂ / tetrahydrofuran / 24 h / 20 °C

2: 86 percent / DBU / CH₂Cl₂ / 5 h / 20 °C

With 1,8-diazabicyclo[5.4.0]undec-7-ene; benzylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1055/s-2003-42109

Reference yield:

2-O-acetyl-3,4,6-tri-O-benzoyl-β-D-galactopyranoside + trichloroacetonitrile (545-06-2) → 2-O-acetyl-3,4,6-tri-O-benzoyl-α-D-galactopyranosyl trichloroacetimidate (663622-32-0)

Guidance literature:

With potassium carbonate; In dichloromethane;

DOI:10.1016/j.carres.2007.12.002

upstream raw materials:

trichloroacetonitrile

1,2-di-O-acetyl-3,4,6-tri-O-benzoyl-D-galactopyranose

Downstream raw materials:

2-azidoethyl 2-O-acetyl-3,4,6-tri-O-benzoyl-β-D-galactopyranosyl-(1->4)-3-O-benzoyl-2-deoxy-2-phthalimido-6-O-tert-butyldimethylsilyl-β-D-glucopyranoside

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