benzyl 6-O-benzoyl-2,4-di-O-benzyl-3-O-(3,4,6-tri-O-acetyl-2-deoxy-β-D-arabino-hexapyranosyl)-β-D-galactopyranoside

Base Information

Chemical Name:benzyl 6-O-benzoyl-2,4-di-O-benzyl-3-O-(3,4,6-tri-O-acetyl-2-deoxy-β-D-arabino-hexapyranosyl)-β-D-galactopyranoside
CAS No.:125084-92-6
Molecular Formula:C₄₆H₅₀O₁₄
Molecular Weight:826.895
Hs Code.:

Synonyms:benzyl 6-O-benzoyl-2,4-di-O-benzyl-3-O-(3,4,6-tri-O-acetyl-2-deoxy-β-D-arabino-hexapyranosyl)-β-D-galactopyranoside

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Chemical Property of benzyl 6-O-benzoyl-2,4-di-O-benzyl-3-O-(3,4,6-tri-O-acetyl-2-deoxy-β-D-arabino-hexapyranosyl)-β-D-galactopyranoside

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Technology Process of benzyl 6-O-benzoyl-2,4-di-O-benzyl-3-O-(3,4,6-tri-O-acetyl-2-deoxy-β-D-arabino-hexapyranosyl)-β-D-galactopyranoside

There total 10 articles about benzyl 6-O-benzoyl-2,4-di-O-benzyl-3-O-(3,4,6-tri-O-acetyl-2-deoxy-β-D-arabino-hexapyranosyl)-β-D-galactopyranoside 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: 87.0%

: 125084-94-8
methyl 2,3,6-tri-O-benzyl-4-O-(3,4,6-tri-O-acetyl-2-deoxy-2-isocyano-β-D-glucopyranosyl)-α-D-glucopyranoside

: 125084-92-6
benzyl 6-O-benzoyl-2,4-di-O-benzyl-3-O-(3,4,6-tri-O-acetyl-2-deoxy-β-D-arabino-hexapyranosyl)-β-D-galactopyranoside

Guidance literature:: With azobisisobutyronitrile; tri-n-butyl-tin hydride; In toluene; for 0.166667h; Heating;
DOI:10.1016/0008-6215(89)85044-X

Reference yield:

: 76695-53-9
1,3,4,6-Tetra-O-acetyl-2-desoxy-2-formamido-β-D-glucose

: 125084-92-6
benzyl 6-O-benzoyl-2,4-di-O-benzyl-3-O-(3,4,6-tri-O-acetyl-2-deoxy-β-D-arabino-hexapyranosyl)-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 64 percent / trimethylsilyl triflate, molecular sieves 4A, / CH₂Cl₂ / Ambient temperature

2: 88 percent / phosphorus oxychoride, Et₃N, / CH₂Cl₂ / Ambient temperature

3: 87 percent / tributyltin hydride, α,α'-azobisisobutyronitrile, / toluene / 0.17 h / Heating

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; azobisisobutyronitrile; tri-n-butyl-tin hydride; triethylamine; trichlorophosphate; In dichloromethane; toluene;
DOI:10.1016/0008-6215(89)85044-X

Reference yield:

: 125084-87-9
3,4,6-tri-O-acetyl-2-deoxy-2-formamido-α-D-glucopyranosyl chloride

: 125084-92-6
benzyl 6-O-benzoyl-2,4-di-O-benzyl-3-O-(3,4,6-tri-O-acetyl-2-deoxy-β-D-arabino-hexapyranosyl)-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 15 percent / silver triflate, molecular sieves 4A, / CH₂Cl₂ / Ambient temperature

2: 88 percent / phosphorus oxychoride, Et₃N, / CH₂Cl₂ / Ambient temperature

3: 87 percent / tributyltin hydride, α,α'-azobisisobutyronitrile, / toluene / 0.17 h / Heating

With 4 A molecular sieve; azobisisobutyronitrile; tri-n-butyl-tin hydride; silver trifluoromethanesulfonate; triethylamine; trichlorophosphate; In dichloromethane; toluene;
DOI:10.1016/0008-6215(89)85044-X