N-acetyl-O-[2,3-di-O-benzoyl-4-O-p-methoxybenzyl-β-D-xylopyranosyl]-L-serine benzyl ester

Base Information

Chemical Name:N-acetyl-O-[2,3-di-O-benzoyl-4-O-p-methoxybenzyl-β-D-xylopyranosyl]-L-serine benzyl ester
CAS No.:1415218-48-2
Molecular Formula:C₃₉H₃₉NO₁₁
Molecular Weight:697.739
Hs Code.:

Synonyms:N-acetyl-O-[2,3-di-O-benzoyl-4-O-p-methoxybenzyl-β-D-xylopyranosyl]-L-serine benzyl ester

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Chemical Property of N-acetyl-O-[2,3-di-O-benzoyl-4-O-p-methoxybenzyl-β-D-xylopyranosyl]-L-serine benzyl ester

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Technology Process of N-acetyl-O-[2,3-di-O-benzoyl-4-O-p-methoxybenzyl-β-D-xylopyranosyl]-L-serine benzyl ester

There total 13 articles about N-acetyl-O-[2,3-di-O-benzoyl-4-O-p-methoxybenzyl-β-D-xylopyranosyl]-L-serine benzyl ester 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: 86.0%

: 1415218-47-1
N-O-[2, 3-di-O-benzoyl-4-O-p-methoxybenzyl-β-D-xylopyranosyl]-L-serine benzyl ester

: 108-24-7
acetic anhydride

: 1415218-48-2
N-acetyl-O-[2,3-di-O-benzoyl-4-O-p-methoxybenzyl-β-D-xylopyranosyl]-L-serine benzyl ester

Guidance literature:: With pyridine; Inert atmosphere;
DOI:10.1002/anie.201205601

Reference yield:

: 100-39-0
benzyl bromide

: 1415218-48-2
N-acetyl-O-[2,3-di-O-benzoyl-4-O-p-methoxybenzyl-β-D-xylopyranosyl]-L-serine benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: potassium hydrogencarbonate; tetra-(n-butyl)ammonium iodide / dimethyl sulfoxide / 8 h / 20 °C / Inert atmosphere

2.1: silver trifluoromethanesulfonate / dichloromethane; diethyl ether / 0.08 h / -78 °C / Inert atmosphere; Molecular sieve

2.2: 0.08 h / -78 °C / Inert atmosphere

2.3: 2 h / -78 - 0 °C / Inert atmosphere

3.1: piperidine / dichloromethane / 3 h / Inert atmosphere

4.1: pyridine / Inert atmosphere

With piperidine; pyridine; silver trifluoromethanesulfonate; tetra-(n-butyl)ammonium iodide; potassium hydrogencarbonate; In diethyl ether; dichloromethane; dimethyl sulfoxide;
DOI:10.1002/anie.201205601

Reference yield:

: 98-88-4
benzoyl chloride

: 1415218-48-2
N-acetyl-O-[2,3-di-O-benzoyl-4-O-p-methoxybenzyl-β-D-xylopyranosyl]-L-serine benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: dmap / dichloromethane / Inert atmosphere; Reflux

2.1: silver trifluoromethanesulfonate / dichloromethane; diethyl ether / 0.08 h / -78 °C / Inert atmosphere; Molecular sieve

2.2: 0.08 h / -78 °C / Inert atmosphere

2.3: 2 h / -78 - 0 °C / Inert atmosphere

3.1: piperidine / dichloromethane / 3 h / Inert atmosphere

4.1: pyridine / Inert atmosphere

With piperidine; pyridine; dmap; silver trifluoromethanesulfonate; In diethyl ether; dichloromethane;
DOI:10.1002/anie.201205601