methyl N-[β-D-glucopyranuronate-3-nitrobenzyloxycarbonyl]glycine pentafluorophenyl ester

Base Information

Chemical Name:methyl N-[β-D-glucopyranuronate-3-nitrobenzyloxycarbonyl]glycine pentafluorophenyl ester
CAS No.:404002-11-5
Molecular Formula:C₂₃H₁₉F₅N₂O₁₃
Molecular Weight:626.401
Hs Code.:

Synonyms:methyl N-[β-D-glucopyranuronate-3-nitrobenzyloxycarbonyl]glycine pentafluorophenyl ester

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Chemical Property of methyl N-[β-D-glucopyranuronate-3-nitrobenzyloxycarbonyl]glycine pentafluorophenyl ester

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Technology Process of methyl N-[β-D-glucopyranuronate-3-nitrobenzyloxycarbonyl]glycine pentafluorophenyl ester

There total 4 articles about methyl N-[β-D-glucopyranuronate-3-nitrobenzyloxycarbonyl]glycine pentafluorophenyl 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: 91.0%

: 771-61-9
2,3,4,5,6-pentafluorophenol

: 403852-39-1
methyl N-[β-D-glucopyranuronate-3-nitrobenzyloxycarbonyl]glycine

: 404002-11-5
methyl N-[β-D-glucopyranuronate-3-nitrobenzyloxycarbonyl]glycine pentafluorophenyl ester

Guidance literature:: With dicyclohexyl-carbodiimide; In tetrahydrofuran; N,N-dimethyl-formamide; at 0 - 20 ℃; for 18h;
DOI:10.1021/jm010352w

Reference yield:

: 148579-94-6
(25,3R,45,55,65)-2-(4-(hydroxymethyl)-2-nitrophenoxy)-6-(methoxycarbonyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

: 404002-11-5
methyl N-[β-D-glucopyranuronate-3-nitrobenzyloxycarbonyl]glycine pentafluorophenyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: NEt₃ / acetonitrile / 2 h / 20 °C

2: Et₃N / acetonitrile; dimethylformamide / 16 h / 20 °C

3: 79 percent / MeONa / methanol / 0.5 h / 0 °C

4: 91 percent / DCC / tetrahydrofuran; dimethylformamide / 18 h / 0 - 20 °C

With sodium methylate; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm010352w

Reference yield:

: 228412-63-3
N-<4-O--3-nitrobenzyloxycarbonyl>glycine

: 404002-11-5
methyl N-[β-D-glucopyranuronate-3-nitrobenzyloxycarbonyl]glycine pentafluorophenyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 79 percent / MeONa / methanol / 0.5 h / 0 °C

2: 91 percent / DCC / tetrahydrofuran; dimethylformamide / 18 h / 0 - 20 °C

With sodium methylate; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1021/jm010352w