2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-mannopyranosyl trichloroacetamidate

Base Information

Chemical Name:2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-mannopyranosyl trichloroacetamidate
CAS No.:287972-97-8
Molecular Formula:C₄₃H₄₂Cl₃NO₁₈
Molecular Weight:967.161
Hs Code.:

Synonyms:2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-mannopyranosyl trichloroacetamidate

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Chemical Property of 2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-mannopyranosyl trichloroacetamidate

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Technology Process of 2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-mannopyranosyl trichloroacetamidate

There total 6 articles about 2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-mannopyranosyl trichloroacetamidate 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: 69.0%

: 545-06-2
trichloroacetonitrile

: (2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->6)-2,3,4-tri-O-benzoyl-D-mannopyranose

: 287972-97-8
2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-mannopyranosyl trichloroacetamidate

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 0 ℃; for 1h;
DOI:10.1002/cbic.201700247

Reference yield:

: 121238-27-5
2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl trichloroimidate

: 287972-97-8
2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-mannopyranosyl trichloroacetamidate

Guidance literature:: Multi-step reaction with 4 steps

1: TMSOTf / dimethylformamide / 3 h / -42 - 20 °C

2: 2310 mg / pyridine / 20 °C

3: 782 mg / AcONa / PdCl₂ / acetic acid; H₂O / 12 h / 20 °C

4: 869.9 mg / DBU / CH₂Cl₂ / 2 h / 20 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; sodium acetate; 1,8-diazabicyclo[5.4.0]undec-7-ene; palladium dichloride; In dichloromethane; water; acetic acid; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(01)00070-2

Reference yield:

: 398263-25-7
Allyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl-(1->6)-α-D-mannopyranoside

: 287972-97-8
2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-mannopyranosyl trichloroacetamidate

Guidance literature:: Multi-step reaction with 3 steps

1: 2310 mg / pyridine / 20 °C

2: 782 mg / AcONa / PdCl₂ / acetic acid; H₂O / 12 h / 20 °C

3: 869.9 mg / DBU / CH₂Cl₂ / 2 h / 20 °C

With pyridine; sodium acetate; 1,8-diazabicyclo[5.4.0]undec-7-ene; palladium dichloride; In dichloromethane; water; acetic acid;
DOI:10.1016/S0008-6215(01)00070-2