O-(2,3,4-tri-O-acetyl-6-O-benzyl-α-D-galactopyranosyl) trichloroacetimidate

Base Information

• Chemical Name: O-(2,3,4-tri-O-acetyl-6-O-benzyl-α-D-galactopyranosyl) trichloroacetimidate
• CAS No.: 171754-66-8
• Molecular Formula: C₂₁H₂₄Cl₃NO₉
• Molecular Weight: 540.782

Synonyms:O-(2,3,4-tri-O-acetyl-6-O-benzyl-α-D-galactopyranosyl) trichloroacetimidate

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

Chemical Property:

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

There total 7 articles about O-(2,3,4-tri-O-acetyl-6-O-benzyl-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: 92.0%

trichloroacetonitrile (545-06-2) + 2,3,4-tri-O-acetyl-6-O-benzyl-α/β-D-galactopyranose → O-(2,3,4-tri-O-acetyl-6-O-benzyl-α-D-galactopyranosyl) trichloroacetimidate (171754-66-8)

Guidance literature:

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

Reference yield: 37.0%

trichloroacetonitrile (545-06-2) + 2,3,4-tri-O-acetyl-6-O-benzyl-α/β-D-galactopyranose → 2,3,4-tri-O-acetyl-6-O-benzyl-α,β-D-galactopyranosyl trichloroacetimidate (169393-72-0) + O-(2,3,4-tri-O-acetyl-6-O-benzyl-α-D-galactopyranosyl) trichloroacetimidate (171754-66-8) + 2,3,4-tri-O-acetyl-6-O-benzyl-β-D-galactopyranosyl trichloroacetimidate

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 0 ℃; for 4h;

DOI:10.1016/S0008-6215(99)00103-2

Reference yield:

2,3,4-tri-O-acetyl-6-O-benzyl-O-D-galactopyranose + 2-(trimethylsilyl)ethyl 2,3,4-tri-O-acetyl-6-O-benzyl-β-D-galactopyranoside (130515-87-6) + trichloroacetonitrile (545-06-2) → O-(2,3,4-tri-O-acetyl-6-O-benzyl-α-D-galactopyranosyl) trichloroacetimidate (171754-66-8)

Guidance literature:

With sodium hydrogencarbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; trifluoroacetic acid; In dichloromethane; toluene;

upstream raw materials:

trichloroacetonitrile

1,2,3,4-tetra-O-acetyl- 6-O-benzyl-α/β-D-galactopyranoside

2-(trimethylsilyl)ethyl 2,3,4-tri-O-acetyl-6-O-benzyl-β-D-galactopyranoside

2-(trimethylsilyl)ethyl 6-O-benzyl-β-D-galactopyranoside

Downstream raw materials:

6-(N-benzyloxycarbonylamino)hexyl-O-(2,3,4-tri-O-acetyl-6-O-benzyl-β-D-galactopyranosyl)-(1->4)-O-[(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->3)]-2-acetamido-6-O-benzyl-2-deoxy-β-D-glucopyranoside

thexyldimethylsilyl O-(2,3,4-tri-O-acetyl-6-O-benzyl-galactopyranosyl)-(1->4)-[(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->3)]-2-azido-6-O-benzyl-2-deoxy-β-D-glucopyranoside

N-fluorenylmethoxycarbonyl-O-(2-acetamido-2-deoxy-4,6-O-benzylidene-3-O-[6-O-benzyl-β-D-galactopyranosyl]-α-D-galactopyranosyl)-L-threonine tert-butyl ester

O-(2,3,4-tri-O-acetyl-6-O-benzyl-β-D-galactopyranosyl)-(1->3)-4,6-di-O-acetyl-2-deoxy-2-dimethylmaleimido-β-D-glucopyranose

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