(R)-2-((tet-butoxycarbonyl)amino)-3-(3-chloro-4-methoxyphenyl)propanoic acid

Base Information

• Chemical Name: (R)-2-((tet-butoxycarbonyl)amino)-3-(3-chloro-4-methoxyphenyl)propanoic acid
• CAS No.: 162465-45-4
• Molecular Formula: C₁₅H₂₀ClNO₅
• Molecular Weight: 329.781
• Mol file: 162465-45-4.mol

Synonyms:(R)-2-((tet-butoxycarbonyl)amino)-3-(3-chloro-4-methoxyphenyl)propanoic acid

Chemical Property of (R)-2-((tet-butoxycarbonyl)amino)-3-(3-chloro-4-methoxyphenyl)propanoic acid

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-2-((tet-butoxycarbonyl)amino)-3-(3-chloro-4-methoxyphenyl)propanoic acid

There total 6 articles about (R)-2-((tet-butoxycarbonyl)amino)-3-(3-chloro-4-methoxyphenyl)propanoic 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: 94.0%

methyl (2R)-2-[(tert-butoxycarbonyl)amino]-3-(3-chloro-4-methoxyphenyl)propanoate (162465-44-3) → (R)-2-((tet-butoxycarbonyl)amino)-3-(3-chloro-4-methoxyphenyl)propanoic acid (162465-45-4)

Guidance literature:

With lithium hydroxide monohydrate; water; In tetrahydrofuran; at 20 ℃; for 2h;

Reference yield:

(2R)-2-[(tert-butoxycarbonyl)amino]-3-(3-chloro-4-hydroxyphenyl)propanoic acid (478183-57-2) → (R)-2-((tet-butoxycarbonyl)amino)-3-(3-chloro-4-methoxyphenyl)propanoic acid (162465-45-4)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / acetonitrile / 2 h / 80 °C

2: sodium hydroxide / methanol; water / 3 h / 20 °C

With potassium carbonate; sodium hydroxide; In methanol; water; acetonitrile;

DOI:10.1016/j.ejmech.2020.112364

Reference yield:

tyrosine (556-02-5,18875-48-4,25619-78-7,30704-25-7) → (R)-2-((tet-butoxycarbonyl)amino)-3-(3-chloro-4-methoxyphenyl)propanoic acid (162465-45-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: acetic acid; thionyl chloride / 3 h / 20 °C

2.1: triethylamine / 1,4-dioxane; water / 0.25 h / 20 °C

2.2: 5 h / 20 °C

3.1: potassium carbonate / acetonitrile / 2 h / 80 °C

4.1: sodium hydroxide / methanol; water / 3 h / 20 °C

With thionyl chloride; potassium carbonate; acetic acid; triethylamine; sodium hydroxide; In 1,4-dioxane; methanol; water; acetonitrile;

DOI:10.1016/j.ejmech.2020.112364

upstream raw materials:

methyl (2R)-2-[(tert-butoxycarbonyl)amino]-3-(3-chloro-4-methoxyphenyl)propanoate

di-tert-butyl dicarbonate

(D)-N-acetyl-4-methoxy-phenylalanine

tyrosine

Downstream raw materials:

benzyl (2R)-2-[3-[(2R)-2-tert-butoxycarbonylamino-3-(3-chloro-4-methoxyphenyl)propionylamino]propionyloxy]-4-methylpentanoate

cryptophycin 53

cryptophycin 55

cryptophycin 52