(R)-2-acetamido-3-acetoxypropanoic acid

Base Information

• Chemical Name: (R)-2-acetamido-3-acetoxypropanoic acid
• CAS No.: 105500-34-3
• Molecular Formula: C₇H₁₁NO₅
• Molecular Weight: 189.168
• Mol file: 105500-34-3.mol

Synonyms:(R)-2-acetamido-3-acetoxypropanoic acid

Chemical Property of (R)-2-acetamido-3-acetoxypropanoic acid

Chemical Property:

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-2-acetamido-3-acetoxypropanoic acid

There total 1 articles about (R)-2-acetamido-3-acetoxypropanoic acid 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:

D-Serine (312-84-5,83245-15-2) + acetic anhydride (108-24-7) → (R)-2-acetamido-3-acetoxypropanoic acid (105500-34-3)

Guidance literature:

In acetic acid;

DOI:10.1021/jm020225f

Reference yield: 86.97%

(R)-2-acetamido-3-acetoxypropanoic acid (105500-34-3) → (R)-2-N-acetamido-3-methoxypropionic acid (196601-67-9)

Guidance literature:

(R)-2-acetamido-3-acetoxypropanoic acid; With sodium hydroxide; In water; at 25 - 35 ℃;

With dimethyl sulfate; In water; at 10 - 15 ℃; Reagent/catalyst;

Reference yield:

(R)-2-acetamido-3-acetoxypropanoic acid (105500-34-3) → (R)-N-4-(amino)benzyl 2-acetamido-3-methoxypropionamide (474534-99-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 9.12 g / N-methylmorpholine; isobutyl chloroformate / dimethylformamide / -78 °C

2: 92 percent / Ag₂O / acetonitrile / 20 °C

3: 87 percent / H₂ / PtO₂ / methanol / 1.5 h / 20 °C / 760 Torr

With 4-methyl-morpholine; hydrogen; silver(l) oxide; isobutyl chloroformate; platinum(IV) oxide; In methanol; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/jm020225f

upstream raw materials:

D-Serine

acetic anhydride

Downstream raw materials:

(R)-N-(4-nitrobenzyl)-2-acetamido-3-hydroxypropionamide

(R)-N-(4-nitrobenzyl)-2-acetamido-3-acetoxypropionamide

(R)-N-(3-nitrobenzyl)-2-acetamido-3-hydroxupropionamide

(R)-N-(3-nitrobenzyl)-2-acetamido-3-acetoxypropionamide

Refernces

• 1、 LeTiran, Arnaud,Stables, James P.,Kohn, Harold. "Design and evaluation of affinity labels of functionalized amino acid anticonvulsants". . p. 4762 - 4773. Retrieved 2007/10/03.