3-(4-[N_α-tert-butoxycarbonyl-L-leucinoylamino]phenyl)propanoic acid

Base Information

• Chemical Name: 3-(4-[N_α-tert-butoxycarbonyl-L-leucinoylamino]phenyl)propanoic acid
• CAS No.: 216371-80-1
• Molecular Formula: C₂₀H₃₀N₂O₅
• Molecular Weight: 378.469
• Mol file: 216371-80-1.mol

Synonyms:3-(4-[N_α-tert-butoxycarbonyl-L-leucinoylamino]phenyl)propanoic acid

Chemical Property of 3-(4-[N_α-tert-butoxycarbonyl-L-leucinoylamino]phenyl)propanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

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Technology Process of 3-(4-[N_α-tert-butoxycarbonyl-L-leucinoylamino]phenyl)propanoic acid

There total 2 articles about 3-(4-[N_α-tert-butoxycarbonyl-L-leucinoylamino]phenyl)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: 99.0%

3-(4-[Nα-tert-butoxycarbonyl-L-leucinoylamino]phenyl)propanoic acid methyl ester (391610-79-0) → 3-(4-[Nα-tert-butoxycarbonyl-L-leucinoylamino]phenyl)propanoic acid (216371-80-1)

Guidance literature:

With sodium hydroxide; In methanol; at 20 ℃; for 0.166667h;

DOI:10.1021/jm010985a

Reference yield:

trans-p-aminocinnamic acid (17570-30-8) → 3-(4-[Nα-tert-butoxycarbonyl-L-leucinoylamino]phenyl)propanoic acid (216371-80-1)

Guidance literature:

Multi-step reaction with 4 steps

1.1: H₂ / 10percent Pd/C / 2-methoxy-ethanol / 3 h / 20 °C / 3040.2 Torr

2.1: SOCl₂ / 20 °C

3.1: PPh₃; hexachloroacetone / tetrahydrofuran / 0.5 h / -78 °C

3.2: 50 percent / pyridine / tetrahydrofuran / 1 h / -78 - 20 °C

4.1: 99 percent / 2M aq. NaOH / methanol / 0.17 h / 20 °C

With sodium hydroxide; thionyl chloride; 1,1,1,3,3,3-hexachloro-propan-2-one; hydrogen; triphenylphosphine; 10percent Pd/C; In tetrahydrofuran; methanol; 2-methoxy-ethanol;

DOI:10.1021/jm010985a

Reference yield: 50.0%

O8-Debutanoylthapsigargin (105662-35-9) + 3-(4-[Nα-tert-butoxycarbonyl-L-leucinoylamino]phenyl)propanoic acid (216371-80-1) → 8-O-(3-[4-{Nα-tert-butoxycarbonyl-L-leucinoylamino}phenyl]propanoyl)-8-O-debutanoylthapsigargin (216371-68-5)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 0 - 20 ℃; for 8.5h;

DOI:10.1021/jm010985a

upstream raw materials:

3-(4-[N_α-tert-butoxycarbonyl-L-leucinoylamino]phenyl)propanoic acid methyl ester

trans-p-aminocinnamic acid

Downstream raw materials:

8-O-(3-[4-{N_α-tert-butoxycarbonyl-L-leucinoylamino}phenyl]propanoyl)-8-O-debutanoylthapsigargin