N-<4-<<(benzyloxy)carbonyl>methylamino>benzoyl>-L-glutamic acid α-benzyl ester

Base Information

• Chemical Name: N-<4-<<(benzyloxy)carbonyl>methylamino>benzoyl>-L-glutamic acid α-benzyl ester
• CAS No.: 79974-14-4
• Molecular Formula: C₂₈H₂₈N₂O₇
• Molecular Weight: 504.54

Synonyms:N-<4-<<(benzyloxy)carbonyl>methylamino>benzoyl>-L-glutamic acid α-benzyl ester

Chemical Property of N-<4-<<(benzyloxy)carbonyl>methylamino>benzoyl>-L-glutamic acid α-benzyl ester

Chemical Property:

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Technology Process of N-<4-<<(benzyloxy)carbonyl>methylamino>benzoyl>-L-glutamic acid α-benzyl ester

There total 4 articles about N-<4-<<(benzyloxy)carbonyl>methylamino>benzoyl>-L-glutamic acid α-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: 89.0%

1-benzyl L-glutamate (13030-09-6) + benzyl (4-(chlorocarbonyl)phenyl)(methyl)carbamate (66891-86-9) → N-<4-<<(benzyloxy)carbonyl>methylamino>benzoyl>-L-glutamic acid α-benzyl ester (79974-14-4)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; water;

DOI:10.1021/jm00344a018

Reference yield:

N-methyl-p-aminobenzoic acid (10541-83-0,937737-33-2) → N-<4-<<(benzyloxy)carbonyl>methylamino>benzoyl>-L-glutamic acid α-benzyl ester (79974-14-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 86 percent / 2 N NaOH / dioxane; H₂O / 0.5 h / 0 - 5 °C

2: 99 percent / SOCl₂ / benzene / 2 h / Heating

3: 89 percent / (i-Pr)2NEt / dioxane; H₂O

With sodium hydroxide; thionyl chloride; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; water; benzene;

DOI:10.1021/jm00344a018

Reference yield:

4-<<(benzyloxy)carbonyl>methylamino>benzoic acid (2528-30-5) → N-<4-<<(benzyloxy)carbonyl>methylamino>benzoyl>-L-glutamic acid α-benzyl ester (79974-14-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / SOCl₂ / benzene / 2 h / Heating

2: 89 percent / (i-Pr)2NEt / dioxane; H₂O

With thionyl chloride; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; water; benzene;

DOI:10.1021/jm00344a018

upstream raw materials:

1-benzyl L-glutamate

benzyl (4-(chlorocarbonyl)phenyl)(methyl)carbamate

N-methyl-p-aminobenzoic acid

4-<<(benzyloxy)carbonyl>methylamino>benzoic acid

Downstream raw materials:

N-methylamino>benzoyl>-L-γ-glutamyl>-L-glutamic acid tribenzyl ester

N^α-[[4-[(benzyloxycarbonyl)methylamino]benzoyl]-L-(α-benzyloxy)glutamoyl]-N-[2-hydroxy-1,1-bis(hydroxymethyl)ethyl]glycinamide

N^α-[[4-[(benzyloxycarbonyl)methylamino]benzoyl]-L-(α-benzyloxy)glutamoyl]-N-[1,1-bis(hydroxymethyl)-2-[(1-oxohexadecyl)oxy]ethyl]glycinamide

N^α-[[4-[(benzyloxycarbonyl)methylamino]benzoyl]-L-(α-benzyloxy)glutamoyl]-N-[2-[(1-oxohexadecyl)oxy]-1,1-bis[[(1-oxohexadecyl)oxy]methyl]ethyl]glycinamide

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