p-methoxyphenyl 3,4-di-O-acetyl-2-O-levulinoyl-β-D-xylopyranosyl-(1→3)-2,4-di-O-benzyl-6-deoxy-α-D-glucopyranoside

Base Information

Chemical Name:p-methoxyphenyl 3,4-di-O-acetyl-2-O-levulinoyl-β-D-xylopyranosyl-(1→3)-2,4-di-O-benzyl-6-deoxy-α-D-glucopyranoside
CAS No.:1461749-07-4
Molecular Formula:C₄₁H₄₈O₁₄
Molecular Weight:764.824
Hs Code.:

Synonyms:p-methoxyphenyl 3,4-di-O-acetyl-2-O-levulinoyl-β-D-xylopyranosyl-(1→3)-2,4-di-O-benzyl-6-deoxy-α-D-glucopyranoside

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Chemical Property of p-methoxyphenyl 3,4-di-O-acetyl-2-O-levulinoyl-β-D-xylopyranosyl-(1→3)-2,4-di-O-benzyl-6-deoxy-α-D-glucopyranoside

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Technology Process of p-methoxyphenyl 3,4-di-O-acetyl-2-O-levulinoyl-β-D-xylopyranosyl-(1→3)-2,4-di-O-benzyl-6-deoxy-α-D-glucopyranoside

There total 11 articles about p-methoxyphenyl 3,4-di-O-acetyl-2-O-levulinoyl-β-D-xylopyranosyl-(1→3)-2,4-di-O-benzyl-6-deoxy-α-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: 82.0%

: 1461749-24-5
p-methoxyphenyl 2,4-di-O-benzyl-6-deoxy-α-D-glucopyranoside

: 3,4-di-O-acetyl-2-O-levulinoyl-D-xylopyranosyl trichloroacetimidate

: 1461749-07-4
p-methoxyphenyl 3,4-di-O-acetyl-2-O-levulinoyl-β-D-xylopyranosyl-(1→3)-2,4-di-O-benzyl-6-deoxy-α-D-glucopyranoside

Guidance literature:: p-methoxyphenyl 2,4-di-O-benzyl-6-deoxy-α-D-glucopyranoside; 3,4-di-O-acetyl-2-O-levulinoyl-D-xylopyranosyl trichloroacetimidate; In dichloromethane; for 0.5h; Molecular sieve; Inert atmosphere;

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -78 ℃; for 0.75h; Inert atmosphere; Molecular sieve;
DOI:10.1002/ejoc.201300575

Reference yield:

: 1461749-21-2
p-methoxyphenyl 2, 4-di-O-benzoyl-3-O-allyl-6-deoxy-α-D-glucopyranoside

: 1461749-07-4
p-methoxyphenyl 3,4-di-O-acetyl-2-O-levulinoyl-β-D-xylopyranosyl-(1→3)-2,4-di-O-benzyl-6-deoxy-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 3 h / 0 - 20 °C

2.1: palladium dichloride / methanol / 8 h / 20 °C

3.1: dichloromethane / 0.5 h / Molecular sieve; Inert atmosphere

3.2: 0.75 h / -78 °C / Inert atmosphere; Molecular sieve

With sodium hydride; palladium dichloride; In methanol; dichloromethane; N,N-dimethyl-formamide; mineral oil;
DOI:10.1002/ejoc.201300575

Reference yield:

: 98-88-4
benzoyl chloride

: 1461749-07-4
p-methoxyphenyl 3,4-di-O-acetyl-2-O-levulinoyl-β-D-xylopyranosyl-(1→3)-2,4-di-O-benzyl-6-deoxy-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: pyridine; dmap / 6 h / 20 °C

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 3 h / 0 - 20 °C

3.1: palladium dichloride / methanol / 8 h / 20 °C

4.1: dichloromethane / 0.5 h / Molecular sieve; Inert atmosphere

4.2: 0.75 h / -78 °C / Inert atmosphere; Molecular sieve

With pyridine; dmap; sodium hydride; palladium dichloride; In methanol; dichloromethane; N,N-dimethyl-formamide; mineral oil;
DOI:10.1002/ejoc.201300575