4-O-(4-O-Chloroacetyl-2,3-di-O-benzoyl-α-D-rhamnopyranosyl)-3-O-benzoyl-1,2-O-[1-(exo-methoxycarbonyl)ethylidene]-β-L-rhamnopyranose

Base Information

Chemical Name:4-O-(4-O-Chloroacetyl-2,3-di-O-benzoyl-α-D-rhamnopyranosyl)-3-O-benzoyl-1,2-O-[1-(exo-methoxycarbonyl)ethylidene]-β-L-rhamnopyranose
CAS No.:197246-72-3
Molecular Formula:C₃₉H₃₉ClO₁₅
Molecular Weight:783.183
Hs Code.:

Synonyms:4-O-(4-O-Chloroacetyl-2,3-di-O-benzoyl-α-D-rhamnopyranosyl)-3-O-benzoyl-1,2-O-[1-(exo-methoxycarbonyl)ethylidene]-β-L-rhamnopyranose

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Chemical Property of 4-O-(4-O-Chloroacetyl-2,3-di-O-benzoyl-α-D-rhamnopyranosyl)-3-O-benzoyl-1,2-O-[1-(exo-methoxycarbonyl)ethylidene]-β-L-rhamnopyranose

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Technology Process of 4-O-(4-O-Chloroacetyl-2,3-di-O-benzoyl-α-D-rhamnopyranosyl)-3-O-benzoyl-1,2-O-[1-(exo-methoxycarbonyl)ethylidene]-β-L-rhamnopyranose

There total 9 articles about 4-O-(4-O-Chloroacetyl-2,3-di-O-benzoyl-α-D-rhamnopyranosyl)-3-O-benzoyl-1,2-O-[1-(exo-methoxycarbonyl)ethylidene]-β-L-rhamnopyranose 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: 65.0%

: 197246-63-2
3-O-Benzoyl-1,2-O-[1-(exo-methoxycarbonyl)ethylidene]-β-L-rhamnopyranose

: 185992-26-1
2,3-Di-O-benzoyl-4-O-chloroacetyl-α-D-rhamnopyranosyl bromide

: 197246-72-3
4-O-(4-O-Chloroacetyl-2,3-di-O-benzoyl-α-D-rhamnopyranosyl)-3-O-benzoyl-1,2-O-[1-(exo-methoxycarbonyl)ethylidene]-β-L-rhamnopyranose

Guidance literature:: With 2,3,5-trimethyl-pyridine; silver trifluoromethanesulfonate; In dichloromethane; at -30 - 20 ℃; for 1h;
DOI:10.1002/chem.19970030818

Reference yield:

: 613-90-1
benzoyl cyanide

: 197246-72-3
4-O-(4-O-Chloroacetyl-2,3-di-O-benzoyl-α-D-rhamnopyranosyl)-3-O-benzoyl-1,2-O-[1-(exo-methoxycarbonyl)ethylidene]-β-L-rhamnopyranose

Guidance literature:: Multi-step reaction with 2 steps

1: 58 percent / pyridine / 18 h / 20 °C

2: 65 percent / AgOTf, collidine / CH₂Cl₂ / 1 h / -30 - 20 °C

With pyridine; 2,3,5-trimethyl-pyridine; silver trifluoromethanesulfonate; In dichloromethane;
DOI:10.1002/chem.19970030818

Reference yield:

: 98-88-4
benzoyl chloride

: 197246-72-3
4-O-(4-O-Chloroacetyl-2,3-di-O-benzoyl-α-D-rhamnopyranosyl)-3-O-benzoyl-1,2-O-[1-(exo-methoxycarbonyl)ethylidene]-β-L-rhamnopyranose

Guidance literature:: Multi-step reaction with 4 steps

1: 82 percent / pyridine / CH₂Cl₂ / 24 h / 20 °C

2: 86 percent / conc. H₂SO₄ / CH₂Cl₂ / 2 h / 20 °C

3: 99 percent / AcBr / methanol; CH₂Cl₂ / 2 h / 20 °C

4: 65 percent / AgOTf, collidine / CH₂Cl₂ / 1 h / -30 - 20 °C

With pyridine; 2,3,5-trimethyl-pyridine; Acetyl bromide; sulfuric acid; silver trifluoromethanesulfonate; In methanol; dichloromethane;
DOI:10.1002/chem.19970030818