benzyl 6-O-[N-(3,4-dibenzyloxyphenylethyl)succinamyl]-β-D-glucopyranoside

Base Information

Chemical Name:benzyl 6-O-[N-(3,4-dibenzyloxyphenylethyl)succinamyl]-β-D-glucopyranoside
CAS No.:300362-72-5
Molecular Formula:C₃₉H₄₃NO₁₀
Molecular Weight:685.771
Hs Code.:

Synonyms:benzyl 6-O-[N-(3,4-dibenzyloxyphenylethyl)succinamyl]-β-D-glucopyranoside

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Chemical Property of benzyl 6-O-[N-(3,4-dibenzyloxyphenylethyl)succinamyl]-β-D-glucopyranoside

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Technology Process of benzyl 6-O-[N-(3,4-dibenzyloxyphenylethyl)succinamyl]-β-D-glucopyranoside

There total 9 articles about benzyl 6-O-[N-(3,4-dibenzyloxyphenylethyl)succinamyl]-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:

: 446302-69-8
N-[2-(3,4-Bis-benzyloxy-phenyl)-ethyl]-succinamic acid (2R,3R,4S,5R,6R)-6-benzyloxy-3,4,5-tris-trimethylsilanyloxy-tetrahydro-pyran-2-ylmethyl ester

: 300362-72-5
benzyl 6-O-[N-(3,4-dibenzyloxyphenylethyl)succinamyl]-β-D-glucopyranoside

Guidance literature:: With trifluoroacetic acid; In nitromethane; at 0 ℃; for 1h;
DOI:10.1016/S0008-6215(00)00073-2

Reference yield:

: 18978-00-2
benzyl 2,3,4,6-tetra-O-trimethylsilyl-β-D-glucopyranoside

: 300362-72-5
benzyl 6-O-[N-(3,4-dibenzyloxyphenylethyl)succinamyl]-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 75 percent / acetone; methanol; acetic acid / 2 h / 0 °C

2: DMAP; DCC / CH₂Cl₂ / 3 h / 20 °C

3: 76 mg / TFA / nitromethane / 1 h / 0 °C

With dmap; dicyclohexyl-carbodiimide; trifluoroacetic acid; In methanol; nitromethane; dichloromethane; acetic acid; acetone; 1: Elimination / 2: Condensation / 3: Elimination;
DOI:10.1016/S0008-6215(00)00073-2

Reference yield:

: 37034-31-4
N-(tert-butoxycarbonyl)dopamine

: 300362-72-5
benzyl 6-O-[N-(3,4-dibenzyloxyphenylethyl)succinamyl]-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 85 percent / K₂CO₃ / dimethylformamide / 24 h / 20 °C

2: 95 percent / CF₃COOH / CH₂Cl₂ / 5 h / 20 °C

3: 94 percent / pyridine / 3 h / 20 °C

4: DMAP; DCC / CH₂Cl₂ / 3 h / 20 °C

5: 76 mg / TFA / nitromethane / 1 h / 0 °C

With dmap; potassium carbonate; dicyclohexyl-carbodiimide; trifluoroacetic acid; In pyridine; nitromethane; dichloromethane; N,N-dimethyl-formamide; 1: Condensation / 2: Elimination / 3: Acylation / 4: Condensation / 5: Elimination;
DOI:10.1016/S0008-6215(00)00073-2