methyl N-[β-D-glucopyranuronate-3-nitrobenzyloxycarbonyl]glycyl-L-phenylalanyl-L-leucine

Base Information

Chemical Name:methyl N-[β-D-glucopyranuronate-3-nitrobenzyloxycarbonyl]glycyl-L-phenylalanyl-L-leucine
CAS No.:403852-43-7
Molecular Formula:C₃₂H₄₀N₄O₁₅
Molecular Weight:720.687
Hs Code.:

Synonyms:methyl N-[β-D-glucopyranuronate-3-nitrobenzyloxycarbonyl]glycyl-L-phenylalanyl-L-leucine

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Chemical Property of methyl N-[β-D-glucopyranuronate-3-nitrobenzyloxycarbonyl]glycyl-L-phenylalanyl-L-leucine

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Technology Process of methyl N-[β-D-glucopyranuronate-3-nitrobenzyloxycarbonyl]glycyl-L-phenylalanyl-L-leucine

There total 5 articles about methyl N-[β-D-glucopyranuronate-3-nitrobenzyloxycarbonyl]glycyl-L-phenylalanyl-L-leucine 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: 63.0%

: 3303-55-7
L-Phe-Leu

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

: 403852-43-7
methyl N-[β-D-glucopyranuronate-3-nitrobenzyloxycarbonyl]glycyl-L-phenylalanyl-L-leucine

Guidance literature:: With triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide; at 20 ℃; for 16h;
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

: 403852-43-7
methyl N-[β-D-glucopyranuronate-3-nitrobenzyloxycarbonyl]glycyl-L-phenylalanyl-L-leucine

Guidance literature:: Multi-step reaction with 5 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

5: 63 percent / NEt₃ / tetrahydrofuran; dimethylformamide / 16 h / 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

: 403852-43-7
methyl N-[β-D-glucopyranuronate-3-nitrobenzyloxycarbonyl]glycyl-L-phenylalanyl-L-leucine

Guidance literature:: Multi-step reaction with 3 steps

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

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

3: 63 percent / NEt₃ / tetrahydrofuran; dimethylformamide / 16 h / 20 °C

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