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

Base Information

• Chemical Name: N-[1,1-bis(hydroxymethyl)-2-(formyloxy)ethyl]-N^α-(benzyloxycarbonyl)glycinamide
• CAS No.: 512168-87-5
• Molecular Formula: C₁₅H₂₀N₂O₇
• Molecular Weight: 340.333

Synonyms:N-[1,1-bis(hydroxymethyl)-2-(formyloxy)ethyl]-N^α-(benzyloxycarbonyl)glycinamide

Chemical Property of N-[1,1-bis(hydroxymethyl)-2-(formyloxy)ethyl]-N^α-(benzyloxycarbonyl)glycinamide

Chemical Property:

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Technology Process of N-[1,1-bis(hydroxymethyl)-2-(formyloxy)ethyl]-N^α-(benzyloxycarbonyl)glycinamide

There total 2 articles about N-[1,1-bis(hydroxymethyl)-2-(formyloxy)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: 56.0%

N-<2-hydroxy-1,1-bis(hydroxymethyl)ethyl>-Nα-(benzyloxycarbonyl)glycinamide (91202-74-3) + trimethyl orthoformate (149-73-5) → N-[1,1-bis(hydroxymethyl)-2-(formyloxy)ethyl]-Nα-(benzyloxycarbonyl)glycinamide (512168-87-5)

Guidance literature:

N-<2-hydroxy-1,1-bis(hydroxymethyl)ethyl>-N^α-(benzyloxycarbonyl)glycinamide; trimethyl orthoformate; With formic acid; In N,N-dimethyl-formamide; at 50 ℃; for 14h;

With formic acid; In water; N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1071/CH02124

Reference yield:

benzyl 2,5-dioxo-oxazolidine-3-carboxylate (159396-61-9) → N-[1,1-bis(hydroxymethyl)-2-(formyloxy)ethyl]-Nα-(benzyloxycarbonyl)glycinamide (512168-87-5)

Guidance literature:

Multi-step reaction with 2 steps

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

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

2.2: 56 percent / HCOOH / dimethylformamide; H₂O / 20 °C

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

DOI:10.1071/CH02124

Reference yield: 87.0%

N-[1,1-bis(hydroxymethyl)-2-(formyloxy)ethyl]-Nα-(benzyloxycarbonyl)glycinamide (512168-87-5) + n-hexadecanoyl chloride (112-67-4) → N-[1-formyloxymethyl-2-[(1-oxohexadecyl)oxy]-1-[(1-oxohexadecyl)oxymethyl]ethyl]-Nα-(benzyloxycarbonyl)glycinamide (512168-88-6)

Guidance literature:

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

DOI:10.1071/CH02124

upstream raw materials:

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

trimethyl orthoformate

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

Downstream raw materials:

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

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

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