phenyl 2,3-di-O-acetyl-4-methylumbelliferyl-6-O-para-methoxybenzyl-β-D-glucopyranoside

Base Information

Chemical Name:phenyl 2,3-di-O-acetyl-4-methylumbelliferyl-6-O-para-methoxybenzyl-β-D-glucopyranoside
CAS No.:461026-31-3
Molecular Formula:C₃₄H₃₄O₁₁
Molecular Weight:618.637
Hs Code.:

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

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

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

There total 8 articles about phenyl 2,3-di-O-acetyl-4-methylumbelliferyl-6-O-para-methoxybenzyl-β-D-glucopyranoside 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: 29.0%

: 7-hydroxy-4-methylcoumarine potassium salt

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

: 461026-31-3
phenyl 2,3-di-O-acetyl-4-methylumbelliferyl-6-O-para-methoxybenzyl-β-D-glucopyranoside

Guidance literature:: In N,N-dimethyl-formamide; at 80 ℃; for 2.5h;
DOI:10.1021/ja020627c

Reference yield:

: 25878-60-8
D-galactose pentaacetate

: 461026-31-3
phenyl 2,3-di-O-acetyl-4-methylumbelliferyl-6-O-para-methoxybenzyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 7 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

7.1: 29 percent / dimethylformamide / 2.5 h / 80 °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

: 461026-31-3
phenyl 2,3-di-O-acetyl-4-methylumbelliferyl-6-O-para-methoxybenzyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 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

4.1: 29 percent / dimethylformamide / 2.5 h / 80 °C

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