N-[2-[(1-oxohexadecyl)oxy]-1,1-bis[[(1-oxohexadecyl)oxy]methyl]ethyl]-N^α-(benzyloxycarbonyl)glycinamide

Base Information

• Chemical Name: N-[2-[(1-oxohexadecyl)oxy]-1,1-bis[[(1-oxohexadecyl)oxy]methyl]ethyl]-N^α-(benzyloxycarbonyl)glycinamide
• CAS No.: 137247-67-7
• Molecular Formula: C₆₂H₁₁₀N₂O₉
• Molecular Weight: 1027.56

Synonyms:N-[2-[(1-oxohexadecyl)oxy]-1,1-bis[[(1-oxohexadecyl)oxy]methyl]ethyl]-N^α-(benzyloxycarbonyl)glycinamide

Chemical Property of N-[2-[(1-oxohexadecyl)oxy]-1,1-bis[[(1-oxohexadecyl)oxy]methyl]ethyl]-N^α-(benzyloxycarbonyl)glycinamide

Chemical Property:

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Technology Process of N-[2-[(1-oxohexadecyl)oxy]-1,1-bis[[(1-oxohexadecyl)oxy]methyl]ethyl]-N^α-(benzyloxycarbonyl)glycinamide

There total 3 articles about N-[2-[(1-oxohexadecyl)oxy]-1,1-bis[[(1-oxohexadecyl)oxy]methyl]ethyl]-N^α-(benzyloxycarbonyl)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: 92.0%

N-<2-hydroxy-1,1-bis(hydroxymethyl)ethyl>-Nα-(benzyloxycarbonyl)glycinamide (91202-74-3) + n-hexadecanoyl chloride (112-67-4) → N-[2-[(1-oxohexadecyl)oxy]-1,1-bis[[(1-oxohexadecyl)oxy]methyl]ethyl]-Nα-(benzyloxycarbonyl)glycinamide (137247-67-7)

Guidance literature:

With triethylamine; In dichloromethane; N,N-dimethyl-formamide; at -3 - 4 ℃; for 49h;

DOI:10.1071/CH02124

Reference yield: 35.0%

N-<2-hydroxy-1,1-bis(hydroxymethyl)ethyl>-Nα-(benzyloxycarbonyl)glycinamide (91202-74-3) + n-hexadecanoyl chloride (112-67-4) → N-[1,1-bis(hydroxymethyl)-2-[(1-oxohexadecyl)oxy]ethyl]-Nα-(benzyloxycarbonyl)glycinamide (167986-18-7) + N-[1-hydroxymethyl-2-[(1-oxohexadecyl)oxy]-1-[(1-oxohexadecyl)oxymethyl]ethyl]-Nα-(benzyloxycarbonyl)glycinamide (167986-19-8) + N-[2-[(1-oxohexadecyl)oxy]-1,1-bis[[(1-oxohexadecyl)oxy]methyl]ethyl]-Nα-(benzyloxycarbonyl)glycinamide (137247-67-7)

Guidance literature:

With triethylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1071/CH02124

Reference yield:

benzyl 2,5-dioxo-oxazolidine-3-carboxylate (159396-61-9) → N-[2-[(1-oxohexadecyl)oxy]-1,1-bis[[(1-oxohexadecyl)oxy]methyl]ethyl]-Nα-(benzyloxycarbonyl)glycinamide (137247-67-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 51 percent / H₂O; dioxane / 0 - 20 °C

2: 92 percent / Et₃N / dimethylformamide; CH₂Cl₂ / 49 h / -3 - 4 °C

With triethylamine; In 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1071/CH02124

upstream raw materials:

N-<2-hydroxy-1,1-bis(hydroxymethyl)ethyl>-N^α-(benzyloxycarbonyl)glycinamide

n-hexadecanoyl chloride

benzyl 2,5-dioxo-oxazolidine-3-carboxylate

Downstream raw materials:

N^α-[[4-[[(2,4-diamino-6-pteridinyl)methyl]methylamino]benzoyl]-L-(α-tert-butoxy)glutamoyl]-N-[2-[(1-oxohexadecyl)oxy]-1,1-bis[[(1-oxohexadecyl)oxy]methyl]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

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

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

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