methyl 5-O-[5-O-(2,3-anhydro-5-O-benzoyl-β-D-lyxofuranosyl)-2,3-anhydro-α-D-lyxofuranosyl]-2,3-anhydro-α-D-lyxofuranoside

Base Information

Chemical Name:methyl 5-O-[5-O-(2,3-anhydro-5-O-benzoyl-β-D-lyxofuranosyl)-2,3-anhydro-α-D-lyxofuranosyl]-2,3-anhydro-α-D-lyxofuranoside
CAS No.:329360-36-3
Molecular Formula:C₂₃H₂₆O₁₁
Molecular Weight:478.453
Hs Code.:

Synonyms:methyl 5-O-[5-O-(2,3-anhydro-5-O-benzoyl-β-D-lyxofuranosyl)-2,3-anhydro-α-D-lyxofuranosyl]-2,3-anhydro-α-D-lyxofuranoside

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Chemical Property of methyl 5-O-[5-O-(2,3-anhydro-5-O-benzoyl-β-D-lyxofuranosyl)-2,3-anhydro-α-D-lyxofuranosyl]-2,3-anhydro-α-D-lyxofuranoside

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Technology Process of methyl 5-O-[5-O-(2,3-anhydro-5-O-benzoyl-β-D-lyxofuranosyl)-2,3-anhydro-α-D-lyxofuranosyl]-2,3-anhydro-α-D-lyxofuranoside

There total 4 articles about methyl 5-O-[5-O-(2,3-anhydro-5-O-benzoyl-β-D-lyxofuranosyl)-2,3-anhydro-α-D-lyxofuranosyl]-2,3-anhydro-α-D-lyxofuranoside 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: 83.0%

: 2,3-anhydro-5-O-benzoyl-α-D-lixofuranosyl p-tolyl (R/S) sulfoxide

: 329360-21-6
methyl 5-O-(2,3-anhydro-β-D-lyxofuranosyl)-2,3-anhydro-α-D-lyxofuranoside

: 329360-36-3
methyl 5-O-[5-O-(2,3-anhydro-5-O-benzoyl-β-D-lyxofuranosyl)-2,3-anhydro-α-D-lyxofuranosyl]-2,3-anhydro-α-D-lyxofuranoside

Guidance literature:: With 2,6-di-tert-butyl-4-methylpyridine; trifluoromethylsulfonic anhydride; In dichloromethane; at -78 ℃;
DOI:10.1021/ol007008y

Reference yield:

: 65-85-0,8013-63-6
benzoic acid

: 329360-36-3
methyl 5-O-[5-O-(2,3-anhydro-5-O-benzoyl-β-D-lyxofuranosyl)-2,3-anhydro-α-D-lyxofuranosyl]-2,3-anhydro-α-D-lyxofuranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 82 percent / Ph₃P; diisopropylazodicarboxylate / tetrahydrofuran / 0.75 h / 20 °C

2: 78 percent / m-chloroperbenzoic acid / CH₂Cl₂ / -78 - 20 °C

3: 83 percent / Tf₂O; 2,6-di-tert-butyl-4-methylpyridine / CH₂Cl₂ / -78 °C

With 2,6-di-tert-butyl-4-methylpyridine; trifluoromethylsulfonic anhydride; di-isopropyl azodicarboxylate; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ol007008y

Reference yield:

: 204918-49-0
p-methylphenyl 1-thio-α-D-arabinofuranoside

: 329360-36-3
methyl 5-O-[5-O-(2,3-anhydro-5-O-benzoyl-β-D-lyxofuranosyl)-2,3-anhydro-α-D-lyxofuranosyl]-2,3-anhydro-α-D-lyxofuranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 82 percent / Ph₃P; diisopropylazodicarboxylate / tetrahydrofuran / 0.75 h / 20 °C

2: 78 percent / m-chloroperbenzoic acid / CH₂Cl₂ / -78 - 20 °C

3: 83 percent / Tf₂O; 2,6-di-tert-butyl-4-methylpyridine / CH₂Cl₂ / -78 °C

With 2,6-di-tert-butyl-4-methylpyridine; trifluoromethylsulfonic anhydride; di-isopropyl azodicarboxylate; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ol007008y