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

Base Information

• Chemical Name: N-[1,1-bis(hydroxymethyl)-2-acetoxyethyl]-N^α-(benzyloxycarbonyl)glycinamide
• CAS No.: 151734-51-9
• Molecular Formula: C₁₆H₂₂N₂O₇
• Molecular Weight: 354.36
• Mol file: 151734-51-9.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 7 articles about N-[1,1-bis(hydroxymethyl)-2-acetoxyethyl]-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: 100.0%

Acetic acid 5-(2-benzyloxycarbonylamino-acetylamino)-2,2-dimethyl-[1,3]dioxan-5-ylmethyl ester → N-[1,1-bis(hydroxymethyl)-2-acetoxyethyl]-Nα-(benzyloxycarbonyl)glycinamide (151734-51-9)

Guidance literature:

With acetic acid; at 20 ℃;

DOI:10.1016/S0040-4039(00)60523-3

Reference yield: 64.0%

Trimethyl orthoacetate (1445-45-0) + N-<2-hydroxy-1,1-bis(hydroxymethyl)ethyl>-Nα-(benzyloxycarbonyl)glycinamide (91202-74-3) → N-[1,1-bis(hydroxymethyl)-2-acetoxyethyl]-Nα-(benzyloxycarbonyl)glycinamide (151734-51-9)

Guidance literature:

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

N-(Benzyloxycarbonyl)glycine (1138-80-3) → N-[1,1-bis(hydroxymethyl)-2-acetoxyethyl]-Nα-(benzyloxycarbonyl)glycinamide (151734-51-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 58 percent / N-ethoxy-1-ethoxy dihydroquinoleine / ethanol / 6 h / Heating

2: 1.) p-toluenesulfonic acid, 2.) pyridine, 3.) aq. acetic acid

With pyridine; N-ethoxy-1-ethoxy dihydroquinoleine; toluene-4-sulfonic acid; acetic acid; In ethanol;

DOI:10.1016/0009-3084(95)02475-X

upstream raw materials:

acetic anhydride

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

Trimethyl orthoacetate

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

Downstream raw materials:

bis-(O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)hydroxymethyl)acetoxymethyl-N-(benzyloxycarbonyl)glycyl aminomethane

N-[1-acetoxymethyl-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