2-chloroethyl 2-O-benzoyl-3-O-chloroacetyl-α-Darabinofuranoside

Base Information

Chemical Name:2-chloroethyl 2-O-benzoyl-3-O-chloroacetyl-α-Darabinofuranoside
CAS No.:1263058-17-8
Molecular Formula:C₁₆H₁₈Cl₂O₇
Molecular Weight:393.221
Hs Code.:

Synonyms:2-chloroethyl 2-O-benzoyl-3-O-chloroacetyl-α-Darabinofuranoside

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Chemical Property of 2-chloroethyl 2-O-benzoyl-3-O-chloroacetyl-α-Darabinofuranoside

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Technology Process of 2-chloroethyl 2-O-benzoyl-3-O-chloroacetyl-α-Darabinofuranoside

There total 5 articles about 2-chloroethyl 2-O-benzoyl-3-O-chloroacetyl-α-Darabinofuranoside 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: 78.0%

: 1263058-11-2
3-O-chloroacetyl-β-D-arabinofuranose 1,2,5-orthobenzoate

: 107-07-3
2-chloro-ethanol

: 1263058-17-8
2-chloroethyl 2-O-benzoyl-3-O-chloroacetyl-α-Darabinofuranoside

Guidance literature:: With tin(IV) chloride; In dichloromethane; at 20 ℃; for 0.5h;
DOI:10.1016/j.carres.2010.11.002

Reference yield:

: 7473-42-9,22861-07-0,38837-17-1,42793-97-5,52783-53-6,52783-87-6,69350-76-1,69927-20-4,84518-41-2,103238-80-8,105309-18-0,109959-28-6,109959-29-7,114923-83-0,120964-98-9
methyl tri-O-benzoyl-α-D-arabinofuranoside

: 1263058-17-8
2-chloroethyl 2-O-benzoyl-3-O-chloroacetyl-α-Darabinofuranoside

Guidance literature:: Multi-step reaction with 5 steps

1: Dichloromethyl methyl ether; tin(IV) chloride / dichloromethane

2: tetrabutylammomium bromide; triethylamine / methanol; dichloromethane / Molecular sieve

3: sodium methylate / methanol / 16 h / 20 °C

4: 2,4,6-trimethyl-pyridine / dichloromethane / 0.5 h / Cooling with ice

5: tin(IV) chloride / dichloromethane / 0.5 h / 20 °C

With 2,4,6-trimethyl-pyridine; Dichloromethyl methyl ether; tetrabutylammomium bromide; sodium methylate; tin(IV) chloride; triethylamine; In methanol; dichloromethane;
DOI:10.1016/j.carres.2010.11.002

Reference yield:

: 59599-14-3
2,3,5-tetra-O-benzoyl-α-D-arabinofuranosyl chloride

: 1263058-17-8
2-chloroethyl 2-O-benzoyl-3-O-chloroacetyl-α-Darabinofuranoside

Guidance literature:: Multi-step reaction with 4 steps

1: tetrabutylammomium bromide; triethylamine / methanol; dichloromethane / Molecular sieve

2: sodium methylate / methanol / 16 h / 20 °C

3: 2,4,6-trimethyl-pyridine / dichloromethane / 0.5 h / Cooling with ice

4: tin(IV) chloride / dichloromethane / 0.5 h / 20 °C

With 2,4,6-trimethyl-pyridine; tetrabutylammomium bromide; sodium methylate; tin(IV) chloride; triethylamine; In methanol; dichloromethane;
DOI:10.1016/j.carres.2010.11.002