methyl 2,3,5-tri-O-benzoyl-6-O-benzyl-β-D-galactofuranosyl-(1-4)-2,3-di-O-benzoyl-α-L-fucopyranoside

Base Information

Chemical Name:methyl 2,3,5-tri-O-benzoyl-6-O-benzyl-β-D-galactofuranosyl-(1-4)-2,3-di-O-benzoyl-α-L-fucopyranoside
CAS No.:211676-44-7
Molecular Formula:C₅₅H₅₀O₁₅
Molecular Weight:950.993
Hs Code.:

Synonyms:methyl 2,3,5-tri-O-benzoyl-6-O-benzyl-β-D-galactofuranosyl-(1-4)-2,3-di-O-benzoyl-α-L-fucopyranoside

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Chemical Property of methyl 2,3,5-tri-O-benzoyl-6-O-benzyl-β-D-galactofuranosyl-(1-4)-2,3-di-O-benzoyl-α-L-fucopyranoside

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Technology Process of methyl 2,3,5-tri-O-benzoyl-6-O-benzyl-β-D-galactofuranosyl-(1-4)-2,3-di-O-benzoyl-α-L-fucopyranoside

There total 6 articles about methyl 2,3,5-tri-O-benzoyl-6-O-benzyl-β-D-galactofuranosyl-(1-4)-2,3-di-O-benzoyl-α-L-fucopyranoside 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%

: 71071-83-5
methyl 2,3-O-dibenzoyl-α-L-fucopyranoside

: 211676-39-0
2,3,5-tri-O-benzoyl-6-O-benzyl-β-D-galactofuranosyl trichloroacetimidate

: 211676-44-7
methyl 2,3,5-tri-O-benzoyl-6-O-benzyl-β-D-galactofuranosyl-(1-4)-2,3-di-O-benzoyl-α-L-fucopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In dichloromethane; at -20 ℃; for 0.333333h;
DOI:10.1016/S0008-6215(98)00062-7

Reference yield:

: 98-88-4
benzoyl chloride

: 211676-44-7
methyl 2,3,5-tri-O-benzoyl-6-O-benzyl-β-D-galactofuranosyl-(1-4)-2,3-di-O-benzoyl-α-L-fucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 98 percent / pyridine / 1 h / 0 °C

2: 75.2 percent / conc. H₂SO₄ / acetic acid / 0 deg C, 30 min, then -> room temp., 90 min

3: 74.2 percent / Ac₂O, 33percent HBr / CH₂Cl₂; acetic acid / 2 h / 0 °C

4: 84.9 percent / K₂CO₃ / CH₂Cl₂ / 6 h / Ambient temperature

5: 78 percent / TMSOTf, 4 Angstroem mol. sieves / CH₂Cl₂ / 0.33 h / -20 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; sulfuric acid; hydrogen bromide; acetic anhydride; potassium carbonate; In dichloromethane; acetic acid;
DOI:10.1016/S0008-6215(98)00062-7

Reference yield:

: 211676-32-3
methyl 6-O-benzyl-β-D-galactofuranoside

: 211676-44-7
methyl 2,3,5-tri-O-benzoyl-6-O-benzyl-β-D-galactofuranosyl-(1-4)-2,3-di-O-benzoyl-α-L-fucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 98 percent / pyridine / 1 h / 0 °C

2: 75.2 percent / conc. H₂SO₄ / acetic acid / 0 deg C, 30 min, then -> room temp., 90 min

3: 74.2 percent / Ac₂O, 33percent HBr / CH₂Cl₂; acetic acid / 2 h / 0 °C

4: 84.9 percent / K₂CO₃ / CH₂Cl₂ / 6 h / Ambient temperature

5: 78 percent / TMSOTf, 4 Angstroem mol. sieves / CH₂Cl₂ / 0.33 h / -20 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; sulfuric acid; hydrogen bromide; acetic anhydride; potassium carbonate; In dichloromethane; acetic acid;
DOI:10.1016/S0008-6215(98)00062-7