(S)-3-Cyclohexyl-2-[3-(5-thioxo-4,5-dihydro-[1,3,4]thiadiazol-2-yl)-ureido]-propionic acid methyl ester

Base Information

• Chemical Name: (S)-3-Cyclohexyl-2-[3-(5-thioxo-4,5-dihydro-[1,3,4]thiadiazol-2-yl)-ureido]-propionic acid methyl ester
• CAS No.: 198701-51-8
• Molecular Formula: C₁₃H₂₀N₄O₃S₂
• Molecular Weight: 344.459

Synonyms:(S)-3-Cyclohexyl-2-[3-(5-thioxo-4,5-dihydro-[1,3,4]thiadiazol-2-yl)-ureido]-propionic acid methyl ester

Chemical Property of (S)-3-Cyclohexyl-2-[3-(5-thioxo-4,5-dihydro-[1,3,4]thiadiazol-2-yl)-ureido]-propionic acid methyl ester

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Technology Process of (S)-3-Cyclohexyl-2-[3-(5-thioxo-4,5-dihydro-[1,3,4]thiadiazol-2-yl)-ureido]-propionic acid methyl ester

There total 2 articles about (S)-3-Cyclohexyl-2-[3-(5-thioxo-4,5-dihydro-[1,3,4]thiadiazol-2-yl)-ureido]-propionic acid methyl ester 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:

methyl L-cyclohexylalaninate (40056-18-6,789460-77-1) → (S)-3-Cyclohexyl-2-[3-(5-thioxo-4,5-dihydro-[1,3,4]thiadiazol-2-yl)-ureido]-propionic acid methyl ester (198701-51-8)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / CH₂Cl₂; toluene / 2 h / 0 °C

2: tetrahydrofuran / 17 h / 0 - 20 °C

With pyridine; In tetrahydrofuran; dichloromethane; toluene;

DOI:10.1021/jm9803222

Reference yield:

5-amino-2,3-dihydro-1,3,4-thiadiazole-2-thione (2349-67-9) + β-cyclohexyl-L-alanine methyl ester isocyanate (40203-89-2) → (S)-3-Cyclohexyl-2-[3-(5-thioxo-4,5-dihydro-[1,3,4]thiadiazol-2-yl)-ureido]-propionic acid methyl ester (198701-51-8)

Guidance literature:

In tetrahydrofuran; at 0 - 20 ℃; for 17h;

DOI:10.1021/jm9803222

Reference yield: 77.0%

methylamine (74-89-5) + (S)-3-Cyclohexyl-2-[3-(5-thioxo-4,5-dihydro-[1,3,4]thiadiazol-2-yl)-ureido]-propionic acid methyl ester (198701-51-8) → 3-cyclohexyl-N-methyl-2-[3-(5-thioxo-4,5-dihydro-[1,3,4]thiadiazol-2-yl)-ureido]-propionamide

Guidance literature:

In ethanol; for 72h; Ambient temperature;

DOI:10.1021/jm9803222

upstream raw materials:

5-amino-2,3-dihydro-1,3,4-thiadiazole-2-thione

β-cyclohexyl-L-alanine methyl ester isocyanate

methyl L-cyclohexylalaninate

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