N-[1-acetoxymethyl-2-[(1-oxohexadecyl)oxy]-1-[(1-oxohexadecyl)oxymethyl]ethyl]-N^α-(benzyloxycarbonyl)glycinamide

Base Information

• Chemical Name: N-[1-acetoxymethyl-2-[(1-oxohexadecyl)oxy]-1-[(1-oxohexadecyl)oxymethyl]ethyl]-N^α-(benzyloxycarbonyl)glycinamide
• CAS No.: 512168-85-3
• Molecular Formula: C₄₈H₈₂N₂O₉
• Molecular Weight: 831.187

Synonyms:N-[1-acetoxymethyl-2-[(1-oxohexadecyl)oxy]-1-[(1-oxohexadecyl)oxymethyl]ethyl]-N^α-(benzyloxycarbonyl)glycinamide

Chemical Property of N-[1-acetoxymethyl-2-[(1-oxohexadecyl)oxy]-1-[(1-oxohexadecyl)oxymethyl]ethyl]-N^α-(benzyloxycarbonyl)glycinamide

Chemical Property:

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Technology Process of N-[1-acetoxymethyl-2-[(1-oxohexadecyl)oxy]-1-[(1-oxohexadecyl)oxymethyl]ethyl]-N^α-(benzyloxycarbonyl)glycinamide

There total 3 articles about N-[1-acetoxymethyl-2-[(1-oxohexadecyl)oxy]-1-[(1-oxohexadecyl)oxymethyl]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: 97.0%

N-[1,1-bis(hydroxymethyl)-2-acetoxyethyl]-Nα-(benzyloxycarbonyl)glycinamide (151734-51-9) + n-hexadecanoyl chloride (112-67-4) → N-[1-acetoxymethyl-2-[(1-oxohexadecyl)oxy]-1-[(1-oxohexadecyl)oxymethyl]ethyl]-Nα-(benzyloxycarbonyl)glycinamide (512168-85-3)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 0 - 20 ℃;

DOI:10.1071/CH02124

Reference yield:

N-<2-hydroxy-1,1-bis(hydroxymethyl)ethyl>-Nα-(benzyloxycarbonyl)glycinamide (91202-74-3) → N-[1-acetoxymethyl-2-[(1-oxohexadecyl)oxy]-1-[(1-oxohexadecyl)oxymethyl]ethyl]-Nα-(benzyloxycarbonyl)glycinamide (512168-85-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: HCOOH / dimethylformamide / 14 h / 50 °C

1.2: 64 percent / HCOOH / dimethylformamide; H₂O / 20 °C

2.1: 97 percent / DMAP; Et₃N / CH₂Cl₂ / 0 - 20 °C

With dmap; formic acid; triethylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1071/CH02124

Reference yield:

benzyl 2,5-dioxo-oxazolidine-3-carboxylate (159396-61-9) → N-[1-acetoxymethyl-2-[(1-oxohexadecyl)oxy]-1-[(1-oxohexadecyl)oxymethyl]ethyl]-Nα-(benzyloxycarbonyl)glycinamide (512168-85-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 51 percent / H₂O; dioxane / 0 - 20 °C

2.1: HCOOH / dimethylformamide / 14 h / 50 °C

2.2: 64 percent / HCOOH / dimethylformamide; H₂O / 20 °C

3.1: 97 percent / DMAP; Et₃N / CH₂Cl₂ / 0 - 20 °C

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

DOI:10.1071/CH02124

upstream raw materials:

N-[1,1-bis(hydroxymethyl)-2-acetoxyethyl]-N^α-(benzyloxycarbonyl)glycinamide

n-hexadecanoyl chloride

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

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

Downstream raw materials:

N-[1-hydroxymethyl-2-[(1-oxohexadecyl)oxy]-1-[(1-oxohexadecyl)oxymethyl]ethyl]-N^α-(benzyloxycarbonyl)glycinamide

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