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

Base Information

Chemical Name:2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-glucopyranosyl trichloroacetamidate
CAS No.:287973-05-1
Molecular Formula:C₄₃H₄₂Cl₃NO₁₈
Molecular Weight:967.161
Hs Code.:

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

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

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

There total 8 articles about 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-glucopyranosyl 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:

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

: 287973-05-1
2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-glucopyranosyl trichloroacetamidate

Guidance literature:: Multi-step reaction with 5 steps

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

2: 2414 mg / pyridine / 20 °C

3: 90 percent / TMSOTf / CH₂Cl₂ / 1.5 h / -10 - -5 °C

4: 741 mg / AcONa / PdCl₂ / acetic acid; H₂O / 12 h / 20 °C

5: 841 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:

: 74808-10-9
O-(2,3,4,6-Tetra-O-acetyl-α-D-glucopyranosyl)trichloroacetimidate

: 287973-05-1
2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-glucopyranosyl trichloroacetamidate

Guidance literature:: Multi-step reaction with 4 steps

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

2: 2241 mg / pyridine / 20 °C

3: 741 mg / AcONa / PdCl₂ / acetic acid; H₂O / 12 h / 20 °C

4: 841 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:

: 98-88-4
benzoyl chloride

: 287973-05-1
2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-glucopyranosyl trichloroacetamidate

Guidance literature:: Multi-step reaction with 3 steps

1: 2241 mg / pyridine / 20 °C

2: 741 mg / AcONa / PdCl₂ / acetic acid; H₂O / 12 h / 20 °C

3: 841 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