dibenzylphosphoryl 2,3,4-tri-O-benzoyl-6-deoxy-6-fluoro-β-L-galactopyranoside

Base Information

Chemical Name:dibenzylphosphoryl 2,3,4-tri-O-benzoyl-6-deoxy-6-fluoro-β-L-galactopyranoside
CAS No.:303069-75-2
Molecular Formula:C₄₁H₃₆FO₁₁P
Molecular Weight:754.702
Hs Code.:

Synonyms:dibenzylphosphoryl 2,3,4-tri-O-benzoyl-6-deoxy-6-fluoro-β-L-galactopyranoside

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Chemical Property of dibenzylphosphoryl 2,3,4-tri-O-benzoyl-6-deoxy-6-fluoro-β-L-galactopyranoside

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Technology Process of dibenzylphosphoryl 2,3,4-tri-O-benzoyl-6-deoxy-6-fluoro-β-L-galactopyranoside

There total 4 articles about dibenzylphosphoryl 2,3,4-tri-O-benzoyl-6-deoxy-6-fluoro-β-L-galactopyranoside 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: 75.0%

: 1623-08-1
phosphoric acid dibenzyl ester

: 303069-73-0
1,2,3,4-tetra-O-benzoyl-6-deoxy-6-fluoro-L-galactopyranoside

: 303069-75-2
dibenzylphosphoryl 2,3,4-tri-O-benzoyl-6-deoxy-6-fluoro-β-L-galactopyranoside

Guidance literature:: 1,2,3,4-tetra-O-benzoyl-6-deoxy-6-fluoro-L-galactopyranoside; With hydrogen bromide; acetic acid; In dichloromethane; at 20 ℃; for 3h;

phosphoric acid dibenzyl ester; With 3 Angstroem MS; silver carbonate; In diethyl ether; dichloromethane; acetonitrile; at 20 ℃; for 15h;
DOI:10.1016/S0968-0896(00)00139-5

Reference yield:

: 447-25-6,18961-68-7,34168-77-9,62182-12-1,62182-13-2,143616-86-8,502642-85-5
6-fluoro-L-6-deoxy-galactose

: 303069-75-2
dibenzylphosphoryl 2,3,4-tri-O-benzoyl-6-deoxy-6-fluoro-β-L-galactopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: pyridine / 16 h / 20 °C

2.1: 30 percent HBr; AcOH / CH₂Cl₂ / 3 h / 20 °C

2.2: 75 percent / Ag₂CO₃; 3 Angstroem MS / CH₂Cl₂; diethyl ether; acetonitrile / 15 h / 20 °C

With hydrogen bromide; acetic acid; In pyridine; dichloromethane; 1.1: Acylation / 2.1: Bromination / 2.2: Substitution;
DOI:10.1016/S0968-0896(00)00139-5

Reference yield:

: 1,2,3,4-di-O-isopropylidene-L-galactopyranoside

: 303069-75-2
dibenzylphosphoryl 2,3,4-tri-O-benzoyl-6-deoxy-6-fluoro-β-L-galactopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: 77 percent / collidine; DAST / CH₂Cl₂ / 6 h / Heating

2.1: 68 percent / AcOH / H₂O

3.1: pyridine / 16 h / 20 °C

4.1: 30 percent HBr; AcOH / CH₂Cl₂ / 3 h / 20 °C

4.2: 75 percent / Ag₂CO₃; 3 Angstroem MS / CH₂Cl₂; diethyl ether; acetonitrile / 15 h / 20 °C

With 2,3,5-trimethyl-pyridine; hydrogen bromide; acetic acid; 4,4'-diaminostilbene-2,2'-disulfonic acid; In pyridine; dichloromethane; water; 1.1: Fluorination / 2.1: Ring cleavage / 3.1: Acylation / 4.1: Bromination / 4.2: Substitution;
DOI:10.1016/S0968-0896(00)00139-5