methyl 2,3,6-tri-O-benzyl-β-D-galactofuranosyl-(1->6)-2,3,5-tri-O-benzyl-β-D-galactofuranoside

Base Information

Chemical Name:methyl 2,3,6-tri-O-benzyl-β-D-galactofuranosyl-(1->6)-2,3,5-tri-O-benzyl-β-D-galactofuranoside
CAS No.:920274-34-6
Molecular Formula:C₅₅H₆₀O₁₁
Molecular Weight:897.075
Hs Code.:

Synonyms:methyl 2,3,6-tri-O-benzyl-β-D-galactofuranosyl-(1->6)-2,3,5-tri-O-benzyl-β-D-galactofuranoside

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Chemical Property of methyl 2,3,6-tri-O-benzyl-β-D-galactofuranosyl-(1->6)-2,3,5-tri-O-benzyl-β-D-galactofuranoside

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Technology Process of methyl 2,3,6-tri-O-benzyl-β-D-galactofuranosyl-(1->6)-2,3,5-tri-O-benzyl-β-D-galactofuranoside

There total 8 articles about methyl 2,3,6-tri-O-benzyl-β-D-galactofuranosyl-(1->6)-2,3,5-tri-O-benzyl-β-D-galactofuranoside 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%

: 920274-33-5
methyl 2,3-di-O-benzyl-β-D-galactofuranosyl-(1->6)-2,3,5-tri-O-benzyl-β-D-galactofuranoside

: 100-39-0
benzyl bromide

: 920274-34-6
methyl 2,3,6-tri-O-benzyl-β-D-galactofuranosyl-(1->6)-2,3,5-tri-O-benzyl-β-D-galactofuranoside

Guidance literature:: methyl 2,3-di-O-benzyl-β-D-galactofuranosyl-(1->6)-2,3,5-tri-O-benzyl-β-D-galactofuranoside; With di(n-butyl)tin oxide; In toluene; for 6h; Heating;

benzyl bromide; With tetrabutylammomium bromide; In toluene; for 24h; Heating;
DOI:10.1021/jo061821a

Reference yield:

: (2S,3R,4R)-2-((R)-1,2-Dihydroxy-ethyl)-5-p-tolylsulfanyl-tetrahydro-furan-3,4-diol

: 920274-34-6
methyl 2,3,6-tri-O-benzyl-β-D-galactofuranosyl-(1->6)-2,3,5-tri-O-benzyl-β-D-galactofuranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: p-TsOH / acetone / 4 h / 20 °C

1.2: pyridine / 6 h / 0 °C

2.1: 94 percent / molecular sieves 4 Angstroem; N-iodosuccinimide; silver triflate / CH₂Cl₂ / 0.33 h / 0 °C

3.1: NaOCH₃ / methanol; CH₂Cl₂ / 12 h / pH 10

3.2: 96 percent / NaH / dimethylformamide / 12 h / 20 °C

4.1: 85 percent / aq. acetic acid / tetrahydrofuran / 10 h / 50 °C

5.1: dibutyltin oxide / toluene / 6 h / Heating

5.2: 78 percent / n-Bu₄NBr / toluene / 24 h / Heating

With N-iodo-succinimide; 4 A molecular sieve; sodium methylate; silver trifluoromethanesulfonate; di(n-butyl)tin oxide; toluene-4-sulfonic acid; acetic acid; In tetrahydrofuran; methanol; dichloromethane; acetone; toluene;
DOI:10.1021/jo061821a

Reference yield:

: 920274-27-7
Acetic acid (2S,3S,4R)-4-acetoxy-2-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-5-p-tolylsulfanyl-tetrahydro-furan-3-yl ester

: 920274-34-6
methyl 2,3,6-tri-O-benzyl-β-D-galactofuranosyl-(1->6)-2,3,5-tri-O-benzyl-β-D-galactofuranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: 94 percent / molecular sieves 4 Angstroem; N-iodosuccinimide; silver triflate / CH₂Cl₂ / 0.33 h / 0 °C

2.1: NaOCH₃ / methanol; CH₂Cl₂ / 12 h / pH 10

2.2: 96 percent / NaH / dimethylformamide / 12 h / 20 °C

3.1: 85 percent / aq. acetic acid / tetrahydrofuran / 10 h / 50 °C

4.1: dibutyltin oxide / toluene / 6 h / Heating

4.2: 78 percent / n-Bu₄NBr / toluene / 24 h / Heating

With N-iodo-succinimide; 4 A molecular sieve; sodium methylate; silver trifluoromethanesulfonate; di(n-butyl)tin oxide; acetic acid; In tetrahydrofuran; methanol; dichloromethane; toluene;
DOI:10.1021/jo061821a