methyl 2,3-di-O-acetyl-5,6-O-isopropylidene-β-D-galactofuranosyl-(1->5)-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-di-O-acetyl-5,6-O-isopropylidene-β-D-galactofuranosyl-(1->5)-2,3,6-tri-O-benzyl-β-D-galactofuranosyl-(1->6)-2,3,5-tri-O-benzyl-β-D-galactofuranoside
CAS No.:920274-35-7
Molecular Formula:C₆₈H₇₈O₁₈
Molecular Weight:1183.36
Hs Code.:

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

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

There total 10 articles about methyl 2,3-di-O-acetyl-5,6-O-isopropylidene-β-D-galactofuranosyl-(1->5)-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: 89.0%

: 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

: 920274-35-7
methyl 2,3-di-O-acetyl-5,6-O-isopropylidene-β-D-galactofuranosyl-(1->5)-2,3,6-tri-O-benzyl-β-D-galactofuranosyl-(1->6)-2,3,5-tri-O-benzyl-β-D-galactofuranoside

Guidance literature:: With N-iodo-succinimide; 4 A molecular sieve; silver trifluoromethanesulfonate; In dichloromethane; at 0 ℃; for 0.333333h;
DOI:10.1021/jo061821a

Reference yield:

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

: 920274-35-7
methyl 2,3-di-O-acetyl-5,6-O-isopropylidene-β-D-galactofuranosyl-(1->5)-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 2 steps

1.1: p-TsOH / acetone / 4 h / 20 °C

1.2: pyridine / 6 h / 0 °C

2.1: 89 percent / molecular sieves 4 Angstroem; N-iodosuccinimide; silver triflate / CH₂Cl₂ / 0.33 h / 0 °C

With N-iodo-succinimide; 4 A molecular sieve; silver trifluoromethanesulfonate; toluene-4-sulfonic acid; In dichloromethane; acetone;
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

: 920274-35-7
methyl 2,3-di-O-acetyl-5,6-O-isopropylidene-β-D-galactofuranosyl-(1->5)-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: 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

5.1: 89 percent / molecular sieves 4 Angstroem; N-iodosuccinimide; silver triflate / CH₂Cl₂ / 0.33 h / 0 °C

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