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

Base Information

• Chemical Name: N^α-[(4-methylamino)benzoyl-L-γ-glutamyl]-N-[1,1-bis(hydroxymethyl)-2-[(1-oxohexadecyl)oxy]ethyl]glycinamide
• CAS No.: 511545-28-1
• Molecular Formula: C₃₅H₅₈N₄O₉
• Molecular Weight: 678.867

Synonyms:N^α-[(4-methylamino)benzoyl-L-γ-glutamyl]-N-[1,1-bis(hydroxymethyl)-2-[(1-oxohexadecyl)oxy]ethyl]glycinamide

Chemical Property of N^α-[(4-methylamino)benzoyl-L-γ-glutamyl]-N-[1,1-bis(hydroxymethyl)-2-[(1-oxohexadecyl)oxy]ethyl]glycinamide

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

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Technology Process of N^α-[(4-methylamino)benzoyl-L-γ-glutamyl]-N-[1,1-bis(hydroxymethyl)-2-[(1-oxohexadecyl)oxy]ethyl]glycinamide

There total 2 articles about N^α-[(4-methylamino)benzoyl-L-γ-glutamyl]-N-[1,1-bis(hydroxymethyl)-2-[(1-oxohexadecyl)oxy]ethyl]glycinamide 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: 97.0%

Nα-[[4-[(benzyloxycarbonyl)methylamino]benzoyl]-L-(α-benzyloxy)glutamoyl]-N-[1,1-bis(hydroxymethyl)-2-[(1-oxohexadecyl)oxy]ethyl]glycinamide (511545-26-9) → Nα-[(4-methylamino)benzoyl-L-γ-glutamyl]-N-[1,1-bis(hydroxymethyl)-2-[(1-oxohexadecyl)oxy]ethyl]glycinamide (511545-28-1)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol;

DOI:10.1071/CH02125

Reference yield:

N-<4-<<(benzyloxy)carbonyl>methylamino>benzoyl>-L-glutamic acid α-benzyl ester (79974-14-4) → Nα-[(4-methylamino)benzoyl-L-γ-glutamyl]-N-[1,1-bis(hydroxymethyl)-2-[(1-oxohexadecyl)oxy]ethyl]glycinamide (511545-28-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: N-hydroxysuccinimide; DCC / CH₂Cl₂

1.2: 42 percent / (i-Pr)2NEt / CH₂Cl₂ / 20 °C

2.1: 97 percent / H₂ / Pd/C / ethanol

With 1-hydroxy-pyrrolidine-2,5-dione; hydrogen; dicyclohexyl-carbodiimide; palladium on activated charcoal; In ethanol; dichloromethane;

DOI:10.1071/CH02125

Reference yield: 36.0%

6-bromomethyl-2,4-diaminopteridine hydrobromide (52853-40-4) + Nα-[(4-methylamino)benzoyl-L-γ-glutamyl]-N-[1,1-bis(hydroxymethyl)-2-[(1-oxohexadecyl)oxy]ethyl]glycinamide (511545-28-1) → Nα-[[4-[[(2,4-diamino-6-pteridinyl)methyl]methylamino]benzoyl]-L-γ-glutamyl]-N-[1,1-bis(hydroxymethyl)-2-[(1-oxohexadecyl)oxy]ethyl]glycinamide

Guidance literature:

In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1071/CH02125

upstream raw materials:

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

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

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