4(S)-Methylaminocarbonyl-4-(N-(4-methylphenylcarbonyl)amino)butyric acid

Base Information

• Chemical Name: 4(S)-Methylaminocarbonyl-4-(N-(4-methylphenylcarbonyl)amino)butyric acid
• CAS No.: 223466-99-7
• Molecular Formula: C₁₄H₁₈N₂O₄
• Molecular Weight: 278.308

Synonyms:4(S)-Methylaminocarbonyl-4-(N-(4-methylphenylcarbonyl)amino)butyric acid

Chemical Property of 4(S)-Methylaminocarbonyl-4-(N-(4-methylphenylcarbonyl)amino)butyric acid

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Technology Process of 4(S)-Methylaminocarbonyl-4-(N-(4-methylphenylcarbonyl)amino)butyric acid

There total 4 articles about 4(S)-Methylaminocarbonyl-4-(N-(4-methylphenylcarbonyl)amino)butyric 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:

5-tert-butyl N-benzyloxycarbonyl-L-glutamate (3886-08-6) → 4(S)-Methylaminocarbonyl-4-(N-(4-methylphenylcarbonyl)amino)butyric acid (223466-99-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: isobutyl chloroformate; N-methylmorpholine / tetrahydrofuran / 0.25 h / -20 °C

1.2: 100 percent / tetrahydrofuran; H₂O / -20 - 20 °C

2.1: 98 percent / H₂ / Pd-C / methanol / 21 h / 20 °C / atmospheric pressure

3.1: 65 percent / pyridine / 0 - 20 °C

4.1: 100 percent / CF₃CO₂H / H₂O / 1 h / 20 °C

With 4-methyl-morpholine; pyridine; hydrogen; trifluoroacetic acid; isobutyl chloroformate; palladium on activated charcoal; In tetrahydrofuran; methanol; water;

DOI:10.1016/j.bmc.2005.04.051

Reference yield:

tert-butyl N2-[(benzyloxy)carbonyl]-N1-methyl-L-glutaminate (74360-82-0) → 4(S)-Methylaminocarbonyl-4-(N-(4-methylphenylcarbonyl)amino)butyric acid (223466-99-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 98 percent / H₂ / Pd-C / methanol / 21 h / 20 °C / atmospheric pressure

2: 65 percent / pyridine / 0 - 20 °C

3: 100 percent / CF₃CO₂H / H₂O / 1 h / 20 °C

With pyridine; hydrogen; trifluoroacetic acid; palladium on activated charcoal; In methanol; water;

DOI:10.1016/j.bmc.2005.04.051

Reference yield:

(S)-4-Amino-4-methylcarbamoyl-butyric acid tert-butyl ester (74360-83-1) → 4(S)-Methylaminocarbonyl-4-(N-(4-methylphenylcarbonyl)amino)butyric acid (223466-99-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 65 percent / pyridine / 0 - 20 °C

2: 100 percent / CF₃CO₂H / H₂O / 1 h / 20 °C

With pyridine; trifluoroacetic acid; In water;

DOI:10.1016/j.bmc.2005.04.051

upstream raw materials:

5-tert-butyl N-benzyloxycarbonyl-L-glutamate

(S)-4-Amino-4-methylcarbamoyl-butyric acid tert-butyl ester

tert-butyl N²-[(benzyloxy)carbonyl]-N¹-methyl-L-glutaminate

Downstream raw materials:

N⁵-benzyloxy-N¹-methyl-N²-(4-methylbenzoyl)-L-glutamamide

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