methyl 4,6-O-benzylidene-β-D-N-acetylmuramylpyranoside-L-alanine methyl ester

Base Information

Chemical Name:methyl 4,6-O-benzylidene-β-D-N-acetylmuramylpyranoside-L-alanine methyl ester
CAS No.:1266211-66-8
Molecular Formula:C₂₃H₃₂N₂O₉
Molecular Weight:480.515
Hs Code.:

Synonyms:methyl 4,6-O-benzylidene-β-D-N-acetylmuramylpyranoside-L-alanine methyl ester

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Chemical Property of methyl 4,6-O-benzylidene-β-D-N-acetylmuramylpyranoside-L-alanine methyl ester

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Technology Process of methyl 4,6-O-benzylidene-β-D-N-acetylmuramylpyranoside-L-alanine methyl ester

There total 1 articles about methyl 4,6-O-benzylidene-β-D-N-acetylmuramylpyranoside-L-alanine methyl 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: 95.0%

: 2491-20-5
L-alanine methyl ester hydrochloride

: 129172-14-1
methyl 2-acetamido-4,6-O-benzylidene-3-O-((R)-1'-carboxyethyl)-2-deoxy-β-D-glucopyranoside

: 1266211-66-8
methyl 4,6-O-benzylidene-β-D-N-acetylmuramylpyranoside-L-alanine methyl ester

Guidance literature:: methyl 2-acetamido-4,6-O-benzylidene-3-O-((R)-1'-carboxyethyl)-2-deoxy-β-D-glucopyranoside; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 0.0833333h;

L-alanine methyl ester hydrochloride; In N,N-dimethyl-formamide; at 20 ℃; Inert atmosphere;
DOI:10.1021/jo102329c

Reference yield: 68.0%

: 1266211-66-8
methyl 4,6-O-benzylidene-β-D-N-acetylmuramylpyranoside-L-alanine methyl ester

: 1266211-68-0
methyl 6-O-benzyl-β-D-N-acetylmuramylpyranoside-L-alanine methyl ester

Guidance literature:: methyl 4,6-O-benzylidene-β-D-N-acetylmuramylpyranoside-L-alanine methyl ester; With triethylsilane; In dichloromethane; at -78 ℃; Molecular sieve; Inert atmosphere;

With trifluorormethanesulfonic acid; In dichloromethane; at -78 ℃; for 1.5h; Inert atmosphere; Molecular sieve;
DOI:10.1021/jo102329c

Reference yield:

: 1266211-66-8
methyl 4,6-O-benzylidene-β-D-N-acetylmuramylpyranoside-L-alanine methyl ester

: 1266211-75-9
methyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1->4)-6-O-benzyl-β-D-N-acetylmuramylpyranoside-L-alanine methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: triethylsilane / dichloromethane / -78 °C / Molecular sieve; Inert atmosphere

1.2: 1.5 h / -78 °C / Inert atmosphere; Molecular sieve

2.1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 0 - 20 °C / Molecular sieve; Inert atmosphere

3.1: 2,2'-azobis(isobutyronitrile) / N,N-dimethyl acetamide / 1 h / 90 °C / Inert atmosphere

3.2: 90 °C / Inert atmosphere

With triethylsilane; 2,2'-azobis(isobutyronitrile); trimethylsilyl trifluoromethanesulfonate; In dichloromethane; N,N-dimethyl acetamide;
DOI:10.1021/jo102329c