3-trifluoroacetamidopropyl (3-O-benzoyl-β-D-galactopyranosyl-(1->4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside

Base Information

Chemical Name:3-trifluoroacetamidopropyl (3-O-benzoyl-β-D-galactopyranosyl-(1->4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside
CAS No.:334934-24-6
Molecular Formula:C₄₀H₄₇F₃N₂O₁₃
Molecular Weight:820.814
Hs Code.:

Synonyms:3-trifluoroacetamidopropyl (3-O-benzoyl-β-D-galactopyranosyl-(1->4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside

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Chemical Property of 3-trifluoroacetamidopropyl (3-O-benzoyl-β-D-galactopyranosyl-(1->4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside

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Technology Process of 3-trifluoroacetamidopropyl (3-O-benzoyl-β-D-galactopyranosyl-(1->4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside

There total 8 articles about 3-trifluoroacetamidopropyl (3-O-benzoyl-β-D-galactopyranosyl-(1->4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside 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:

: 334934-34-8
Benzoic acid (2S,4aR,6S,7R,8R,8aS)-6-{(2R,3S,4R,5R,6R)-5-acetylamino-4-benzyloxy-2-benzyloxymethyl-6-[3-(2,2,2-trifluoro-acetylamino)-propoxy]-tetrahydro-pyran-3-yloxy}-7-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

: 334934-24-6
3-trifluoroacetamidopropyl (3-O-benzoyl-β-D-galactopyranosyl-(1->4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside

Guidance literature:: With water; trifluoroacetic acid; In dichloromethane; at 20 ℃; for 0.5h;
DOI:10.1016/S0008-6215(01)00002-7

Reference yield:

: 100-39-0
benzyl bromide

: 334934-24-6
3-trifluoroacetamidopropyl (3-O-benzoyl-β-D-galactopyranosyl-(1->4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: 72 percent / NaH / dimethylformamide / 1.5 h / -20 - -15 °C

2: 87 percent / Me₃N*BH₃; AlCl₃; water / tetrahydrofuran / 6 h / 20 °C

3: 70 percent / AgOTf; Ms-4A / CH₂Cl₂ / 20 °C

4: MeONa / methanol / 20 °C

5: 561 mg / TsOH / dimethylformamide / 2 h / 50 °C

6: pyridine / 20 °C

7: 82 mg / CF₃CO₂H; water / CH₂Cl₂ / 0.5 h / 20 °C

With pyridine; aluminium trichloride; trimethylamine-borane; water; sodium methylate; silver trifluoromethanesulfonate; sodium hydride; toluene-4-sulfonic acid; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(01)00002-7

Reference yield:

: N-[3-((2R,4aR,6R,7R,8R,8aS)-7-Acetylamino-8-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-propyl]-2,2,2-trifluoro-acetamide

: 334934-24-6
3-trifluoroacetamidopropyl (3-O-benzoyl-β-D-galactopyranosyl-(1->4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: 72 percent / NaH / dimethylformamide / 1.5 h / -20 - -15 °C

2: 87 percent / Me₃N*BH₃; AlCl₃; water / tetrahydrofuran / 6 h / 20 °C

3: 70 percent / AgOTf; Ms-4A / CH₂Cl₂ / 20 °C

4: MeONa / methanol / 20 °C

5: 561 mg / TsOH / dimethylformamide / 2 h / 50 °C

6: pyridine / 20 °C

7: 82 mg / CF₃CO₂H; water / CH₂Cl₂ / 0.5 h / 20 °C

With pyridine; aluminium trichloride; trimethylamine-borane; water; sodium methylate; silver trifluoromethanesulfonate; sodium hydride; toluene-4-sulfonic acid; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(01)00002-7