phenyl 2,3-di-O-acetyl-6-O-para-methoxybenzyl-4-O-trifluoromethanesulfonyl-β-D-galactopyranoside

Base Information

Chemical Name:phenyl 2,3-di-O-acetyl-6-O-para-methoxybenzyl-4-O-trifluoromethanesulfonyl-β-D-galactopyranoside
CAS No.:461026-30-2
Molecular Formula:C₂₅H₂₇F₃O₁₁S
Molecular Weight:592.544
Hs Code.:

Synonyms:phenyl 2,3-di-O-acetyl-6-O-para-methoxybenzyl-4-O-trifluoromethanesulfonyl-β-D-galactopyranoside

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Chemical Property of phenyl 2,3-di-O-acetyl-6-O-para-methoxybenzyl-4-O-trifluoromethanesulfonyl-β-D-galactopyranoside

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Technology Process of phenyl 2,3-di-O-acetyl-6-O-para-methoxybenzyl-4-O-trifluoromethanesulfonyl-β-D-galactopyranoside

There total 7 articles about phenyl 2,3-di-O-acetyl-6-O-para-methoxybenzyl-4-O-trifluoromethanesulfonyl-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: 66.0%

: 358-23-6
trifluoromethylsulfonic anhydride

: 461026-29-9
phenyl 2,3-di-O-acetyl-6-O-para-methoxybenzyl-β-D-galactopyranoside

: 461026-30-2
phenyl 2,3-di-O-acetyl-6-O-para-methoxybenzyl-4-O-trifluoromethanesulfonyl-β-D-galactopyranoside

Guidance literature:: With pyridine; In dichloromethane; at -20 - 20 ℃;
DOI:10.1021/ja020627c

Reference yield:

: 25878-60-8
D-galactose pentaacetate

: 461026-30-2
phenyl 2,3-di-O-acetyl-6-O-para-methoxybenzyl-4-O-trifluoromethanesulfonyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1.1: HBr; AcOH / CH₂Cl₂ / 0 - 20 °C

2.1: 40 percent / tetrabutylammonium hydrogensulfate; NaOH / CH₂Cl₂; H₂O

3.1: 96 percent / NaOMe; MeOH / 20 °C

4.1: 99 percent / p-TsOH*H₂O / dimethylformamide / 5 h / 50 °C

5.1: pyridine / 20 °C

5.2: 81 percent / NaCNBH₃; TFA / pyridine; tetrahydrofuran; CH₂Cl₂ / 19 h / 20 °C

6.1: 66 percent / pyridine / CH₂Cl₂ / -20 - 20 °C

With pyridine; methanol; sodium hydroxide; hydrogen bromide; sodium methylate; tetra(n-butyl)ammonium hydrogensulfate; toluene-4-sulfonic acid; acetic acid; In dichloromethane; water; N,N-dimethyl-formamide; 2.1: Koenigs-Knorr reaction / 3.1: Zemplen deacetylation;
DOI:10.1021/ja020627c

Reference yield:

: 2818-58-8
phenyl-β-D-galactopyranoside

: 461026-30-2
phenyl 2,3-di-O-acetyl-6-O-para-methoxybenzyl-4-O-trifluoromethanesulfonyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: 99 percent / p-TsOH*H₂O / dimethylformamide / 5 h / 50 °C

2.1: pyridine / 20 °C

2.2: 81 percent / NaCNBH₃; TFA / pyridine; tetrahydrofuran; CH₂Cl₂ / 19 h / 20 °C

3.1: 66 percent / pyridine / CH₂Cl₂ / -20 - 20 °C

With pyridine; toluene-4-sulfonic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja020627c