2'-(benzyloxycarbonyl)benzyl 2-O-benzoyl-3,5-di-O-(3,5-di-O-benzoyl-2-O-levulinyl-α-D-arabinofuranosyl)-α-D-arabinofuranoside

Base Information

Chemical Name:2'-(benzyloxycarbonyl)benzyl 2-O-benzoyl-3,5-di-O-(3,5-di-O-benzoyl-2-O-levulinyl-α-D-arabinofuranosyl)-α-D-arabinofuranoside
CAS No.:862163-83-5
Molecular Formula:C₇₅H₇₀O₂₄
Molecular Weight:1355.37
Hs Code.:

Synonyms:2'-(benzyloxycarbonyl)benzyl 2-O-benzoyl-3,5-di-O-(3,5-di-O-benzoyl-2-O-levulinyl-α-D-arabinofuranosyl)-α-D-arabinofuranoside

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Chemical Property of 2'-(benzyloxycarbonyl)benzyl 2-O-benzoyl-3,5-di-O-(3,5-di-O-benzoyl-2-O-levulinyl-α-D-arabinofuranosyl)-α-D-arabinofuranoside

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Technology Process of 2'-(benzyloxycarbonyl)benzyl 2-O-benzoyl-3,5-di-O-(3,5-di-O-benzoyl-2-O-levulinyl-α-D-arabinofuranosyl)-α-D-arabinofuranoside

There total 6 articles about 2'-(benzyloxycarbonyl)benzyl 2-O-benzoyl-3,5-di-O-(3,5-di-O-benzoyl-2-O-levulinyl-α-D-arabinofuranosyl)-α-D-arabinofuranoside 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: 84.0%

: 862163-74-4
2'-(benzyloxycarbonyl)benzyl 2-O-benzoyl-α-D-arabinofuranoside

: 862163-71-1
2'-carboxybenzyl 3,5-di-O-benzoyl-2-O-levulinyl-α-D-arabinofuranoside

: 862163-83-5
2'-(benzyloxycarbonyl)benzyl 2-O-benzoyl-3,5-di-O-(3,5-di-O-benzoyl-2-O-levulinyl-α-D-arabinofuranosyl)-α-D-arabinofuranoside

Guidance literature:: With 2,6-di-tert-butyl-4-methylpyridine; trifluoromethylsulfonic anhydride; 4 A molecular sieve; In dichloromethane; at -40 - 0 ℃; for 2h;
DOI:10.1021/ol0510668

Reference yield:

: 862163-99-3
2'-(benzyloxycarbonyl)benzyl 3,5-di-O-benzoyl-2-O-levulinyl-α-D-arabinofuranoside

: 862163-83-5
2'-(benzyloxycarbonyl)benzyl 2-O-benzoyl-3,5-di-O-(3,5-di-O-benzoyl-2-O-levulinyl-α-D-arabinofuranosyl)-α-D-arabinofuranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 86 percent / H₂ / Pd(OH)2 / methanol; ethyl acetate / 0.25 h / 20 °C

2: 84 percent / 2,6-di-tert-butyl-4-methylpyridine; molecular sieves 4 Angstroem; Tf₂O / CH₂Cl₂ / 2 h / -40 - 0 °C

With 2,6-di-tert-butyl-4-methylpyridine; trifluoromethylsulfonic anhydride; 4 A molecular sieve; hydrogen; palladium dihydroxide; In methanol; dichloromethane; ethyl acetate;
DOI:10.1021/ol0510668

Reference yield:

: methyl 2-O-benzoyl-D-arabinofuranoside

: 862163-83-5
2'-(benzyloxycarbonyl)benzyl 2-O-benzoyl-3,5-di-O-(3,5-di-O-benzoyl-2-O-levulinyl-α-D-arabinofuranosyl)-α-D-arabinofuranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 99 percent / 4-(dimethylamino)pyridine; 1,3-dicyclohexylcarbodiimide / CH₂Cl₂ / 1 h / 20 °C

2: acetyl bromide; trifluoroacetic acid / CH₂Cl₂ / 2 h / 20 °C

3: 1.772 g / HgBr₂; Hg(CN)2 / acetonitrile / 0.5 h / 20 °C

4: 96 percent / hydrazine; acetic acid / H₂O; tetrahydrofuran; methanol / 1 h / 20 °C

5: 84 percent / 2,6-di-tert-butyl-4-methylpyridine; molecular sieves 4 Angstroem; Tf₂O / CH₂Cl₂ / 2 h / -40 - 0 °C

With dmap; 2,6-di-tert-butyl-4-methylpyridine; Acetyl bromide; trifluoromethylsulfonic anhydride; 4 A molecular sieve; mercury(II) cyanide; acetic acid; dicyclohexyl-carbodiimide; trifluoroacetic acid; mercury dibromide; hydrazine; In tetrahydrofuran; methanol; dichloromethane; water; acetonitrile;
DOI:10.1021/ol0510668