(4S)-4-methyl-4-<2'(4'S)-4'-carboxamide-4'-methyl-Δ²-thiazoline>-2-cinnamyl-Δ²-thiazoline

Base Information

• Chemical Name: (4S)-4-methyl-4-<2'(4'S)-4'-carboxamide-4'-methyl-Δ²-thiazoline>-2-cinnamyl-Δ²-thiazoline
• CAS No.: 165054-77-3
• Molecular Formula: C₁₇H₁₉N₃OS₂
• Molecular Weight: 345.489
• Mol file: 165054-77-3.mol

Synonyms:(4S)-4-methyl-4-<2'(4'S)-4'-carboxamide-4'-methyl-Δ²-thiazoline>-2-cinnamyl-Δ²-thiazoline

Chemical Property of (4S)-4-methyl-4-<2'(4'S)-4'-carboxamide-4'-methyl-Δ²-thiazoline>-2-cinnamyl-Δ²-thiazoline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4S)-4-methyl-4-<2'(4'S)-4'-carboxamide-4'-methyl-Δ²-thiazoline>-2-cinnamyl-Δ²-thiazoline

There total 5 articles about (4S)-4-methyl-4-<2'(4'S)-4'-carboxamide-4'-methyl-Δ²-thiazoline>-2-cinnamyl-Δ²-thiazoline 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: 65.0%

(4S)-4-methyl-4-<2'(4'R)-4'-methoxycarbonyl-4'-methyl-Δ2-thiazoline>-2-cinnamyl-Δ2-thiazoline (157770-64-4) → (4S)-4-methyl-4-<2'(4'S)-4'-carboxamide-4'-methyl-Δ2-thiazoline>-2-cinnamyl-Δ2-thiazoline (165054-77-3)

Guidance literature:

With ammonium hydroxide; In ethanol; at 25 ℃;

DOI:10.1016/S0040-4039(00)77284-4

Reference yield:

cinnamonitrile (4360-47-8) → (4S)-4-methyl-4-<2'(4'S)-4'-carboxamide-4'-methyl-Δ2-thiazoline>-2-cinnamyl-Δ2-thiazoline (165054-77-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 40 percent / Et₃N / methanol / 48 h / Heating

2: 71 percent / aq. NH₃ / ethanol / 24 h / 25 °C

3: 74 percent / Ph₃P / CCl₄; tetrahydrofuran / 2 h / 50 °C

4: 54 percent / Et₃N / methanol / Heating

5: 65 percent / aq. NH₃ / ethanol / 25 °C

With ammonium hydroxide; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; tetrachloromethane; ethanol;

DOI:10.1016/S0040-4039(00)77284-4

Reference yield:

(4R)-4-methyl-4-nitrile-2-cinnamyl-Δ2-thiazoline (157770-63-3) → (4S)-4-methyl-4-<2'(4'S)-4'-carboxamide-4'-methyl-Δ2-thiazoline>-2-cinnamyl-Δ2-thiazoline (165054-77-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 54 percent / Et₃N / methanol / Heating

2: 65 percent / aq. NH₃ / ethanol / 25 °C

With ammonium hydroxide; triethylamine; In methanol; ethanol;

DOI:10.1016/S0040-4039(00)77284-4

upstream raw materials:

(4S)-4-methyl-4-<2'(4'R)-4'-methoxycarbonyl-4'-methyl-Δ²-thiazoline>-2-cinnamyl-Δ²-thiazoline

cinnamonitrile

(4R)-4-methyl-4-nitrile-2-cinnamyl-Δ²-thiazoline

(4R)-4-methoxycarbonyl-4-methyl-2-cinnamyl-Δ²-thiazoline

Downstream raw materials:

(4S)-4-methyl-4-<2'(4'R)-4'-nitrile-4'-methyl-Δ²-thiazoline>-2-cinnamyl-Δ²-thiazoline

(-)-Thiangazole

(4S)-4-methyl-4'<2'(4'S)-4'-methyl-4'(2''-(4''R)-4''-methyl-4''-(2'''-(4'''-methoxycarbonyl-5'''-methyl)oxazole)-Δ²-thiazoline)-Δ²-thiazoline>-2-cinnamyl-Δ²-thiazoline