(S)-2,2-dichloro-4-methyl-3-(2-phenylacetamido)pentanoic acid

Base Information

• Chemical Name: (S)-2,2-dichloro-4-methyl-3-(2-phenylacetamido)pentanoic acid
• CAS No.: 1301708-27-9
• Molecular Formula: C₁₄H₁₇Cl₂NO₃
• Molecular Weight: 318.2
• Mol file: 1301708-27-9.mol

Synonyms:(S)-2,2-dichloro-4-methyl-3-(2-phenylacetamido)pentanoic acid

Chemical Property of (S)-2,2-dichloro-4-methyl-3-(2-phenylacetamido)pentanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2,2-dichloro-4-methyl-3-(2-phenylacetamido)pentanoic acid

There total 2 articles about (S)-2,2-dichloro-4-methyl-3-(2-phenylacetamido)pentanoic 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: 64.0%

(S)-4,4-dichloro-3-isopropylisoxazolidin-5-one (1301708-25-7) + 2-oxo-3-(phenyl)propionic acid (156-06-9) → (S)-2,2-dichloro-4-methyl-3-(2-phenylacetamido)pentanoic acid (1301708-27-9)

Guidance literature:

In methanol; at 40 ℃; for 41h; pH=6.1; chemoselective reaction; aq. buffer;

DOI:10.3987/COM-10-S(E)106

Reference yield:

(S)-4,4-dichloro-2-((3aR,4R,6S,6aR)-6-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)-3-isopropylisoxazolidin-5-one (1301708-24-6) → (S)-2,2-dichloro-4-methyl-3-(2-phenylacetamido)pentanoic acid (1301708-27-9)

Guidance literature:

Multi-step reaction with 2 steps

1: perchloric acid / water; acetonitrile / 1.5 h / 20 °C

2: methanol / 41 h / 40 °C / pH 6.1 / aq. buffer

With perchloric acid; In methanol; water; acetonitrile;

DOI:10.3987/COM-10-S(E)106

Reference yield: 52.0%

(S)-2,2-dichloro-4-methyl-3-(2-phenylacetamido)pentanoic acid (1301708-27-9) → (S)-4-methyl-2-oxo-3-(2-phenylacetamido)pentanoic acid (1301708-29-1)

Guidance literature:

With potassium oxalate; In water; at 80 ℃; for 3h;

DOI:10.3987/COM-10-S(E)106

upstream raw materials:

(S)-4,4-dichloro-2-((3aR,4R,6S,6aR)-6-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)-3-isopropylisoxazolidin-5-one

(S)-4,4-dichloro-3-isopropylisoxazolidin-5-one

2-oxo-3-(phenyl)propionic acid

Downstream raw materials:

(S)-4-methyl-2-oxo-3-(2-phenylacetamido)pentanoic acid