[1-(4-{1-[4-(2,4-dimethoxybenzylcarbamoyl)thiazol-2-yl]-(S)-2-methylpropylcarbamoyl}thiazol-2-yl)-(S)-2-methylpropyl]carbamicacid tert-butyl ester

Base Information

• Chemical Name: [1-(4-{1-[4-(2,4-dimethoxybenzylcarbamoyl)thiazol-2-yl]-(S)-2-methylpropylcarbamoyl}thiazol-2-yl)-(S)-2-methylpropyl]carbamicacid tert-butyl ester
• CAS No.: 1609138-30-8
• Molecular Formula: C₃₀H₄₁N₅O₆S₂
• Molecular Weight: 631.817
• Mol file: 1609138-30-8.mol

Synonyms:[1-(4-{1-[4-(2,4-dimethoxybenzylcarbamoyl)thiazol-2-yl]-(S)-2-methylpropylcarbamoyl}thiazol-2-yl)-(S)-2-methylpropyl]carbamicacid tert-butyl ester

Chemical Property of [1-(4-{1-[4-(2,4-dimethoxybenzylcarbamoyl)thiazol-2-yl]-(S)-2-methylpropylcarbamoyl}thiazol-2-yl)-(S)-2-methylpropyl]carbamicacid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [1-(4-{1-[4-(2,4-dimethoxybenzylcarbamoyl)thiazol-2-yl]-(S)-2-methylpropylcarbamoyl}thiazol-2-yl)-(S)-2-methylpropyl]carbamicacid tert-butyl ester

There total 5 articles about [1-(4-{1-[4-(2,4-dimethoxybenzylcarbamoyl)thiazol-2-yl]-(S)-2-methylpropylcarbamoyl}thiazol-2-yl)-(S)-2-methylpropyl]carbamicacid tert-butyl 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: 68.0%

2,4-Dimethoxybenzylamine (20781-20-8) + (S)-2-(1-{[2-(1-tert-butoxycarbonylamino-2-methylpropyl)thiazole-4-carbonyl]amino}-(S)-2-methylpropyl)thiazole-4-carboxylic acid (612817-23-9) → [1-(4-{1-[4-(2,4-dimethoxybenzylcarbamoyl)thiazol-2-yl]-(S)-2-methylpropylcarbamoyl}thiazol-2-yl)-(S)-2-methylpropyl]carbamicacid tert-butyl ester (1609138-30-8)

Guidance literature:

(S)-2-(1-{[2-(1-tert-butoxycarbonylamino-2-methylpropyl)thiazole-4-carbonyl]amino}-(S)-2-methylpropyl)thiazole-4-carboxylic acid; With 6-chloro-3-((dimethylamino)(dimethyliminio)methyl)-1H-benzo[d][1,2,3]triazol-3-ium-1-olatehexafluorophosphate(V); benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl acetamide; at 0 ℃; for 0.166667h;

2,4-Dimethoxybenzylamine; With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl acetamide; at 20 ℃; for 18h;

DOI:10.1002/cbic.201300565

Reference yield:

t-Boc-L-valine (13734-41-3) → [1-(4-{1-[4-(2,4-dimethoxybenzylcarbamoyl)thiazol-2-yl]-(S)-2-methylpropylcarbamoyl}thiazol-2-yl)-(S)-2-methylpropyl]carbamicacid tert-butyl ester (1609138-30-8)

Guidance literature:

Multi-step reaction with 8 steps

1.1: 4-methyl-morpholine / tetrahydrofuran / 4 h / -20 °C / Inert atmosphere

2.1: ammonium hydroxide / tetrahydrofuran; water / 4 h / 20 °C / Inert atmosphere

3.1: Lawessons reagent / tetrahydrofuran / 16 h / 50 °C / Inert atmosphere

4.1: potassium hydrogencarbonate / 1,2-dimethoxyethane / 0.25 h / -15 °C / Inert atmosphere

4.2: 13 h / -15 - 20 °C / Inert atmosphere

4.3: 15.67 h / -15 - 20 °C / Inert atmosphere

5.1: sodium hydroxide; water / tetrahydrofuran; methanol / 12 h / 0 - 20 °C

6.1: N-ethyl-N,N-diisopropylamine; benzotriazol-1-ol; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate / dichloromethane; N,N-dimethyl-formamide / 0.17 h / 0 °C

6.2: 18 h / 20 °C / Inert atmosphere

7.1: sodium hydroxide; water / tetrahydrofuran; methanol / 12 h / 0 - 20 °C

8.1: N-ethyl-N,N-diisopropylamine; benzotriazol-1-ol; 6-chloro-3-((dimethylamino)(dimethyliminio)methyl)-1H-benzo[d][1,2,3]triazol-3-ium-1-olatehexafluorophosphate(V) / N,N-dimethyl acetamide / 0.17 h / 0 °C

8.2: 18 h / 20 °C

With Lawessons reagent; 4-methyl-morpholine; ammonium hydroxide; 6-chloro-3-((dimethylamino)(dimethyliminio)methyl)-1H-benzo[d][1,2,3]triazol-3-ium-1-olatehexafluorophosphate(V); water; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; benzotriazol-1-ol; potassium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; dichloromethane; N,N-dimethyl acetamide; water; N,N-dimethyl-formamide; 4.1: |Hantzsch Thiazole Synthesis / 4.2: |Hantzsch Thiazole Synthesis / 4.3: |Hantzsch Thiazole Synthesis;

DOI:10.1002/cbic.201300565

Reference yield:

C15H27NO6 (66866-46-4) → [1-(4-{1-[4-(2,4-dimethoxybenzylcarbamoyl)thiazol-2-yl]-(S)-2-methylpropylcarbamoyl}thiazol-2-yl)-(S)-2-methylpropyl]carbamicacid tert-butyl ester (1609138-30-8)

Guidance literature:

Multi-step reaction with 7 steps

1.1: ammonium hydroxide / tetrahydrofuran; water / 4 h / 20 °C / Inert atmosphere

2.1: Lawessons reagent / tetrahydrofuran / 16 h / 50 °C / Inert atmosphere

3.1: potassium hydrogencarbonate / 1,2-dimethoxyethane / 0.25 h / -15 °C / Inert atmosphere

3.2: 13 h / -15 - 20 °C / Inert atmosphere

3.3: 15.67 h / -15 - 20 °C / Inert atmosphere

4.1: sodium hydroxide; water / tetrahydrofuran; methanol / 12 h / 0 - 20 °C

5.1: N-ethyl-N,N-diisopropylamine; benzotriazol-1-ol; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate / dichloromethane; N,N-dimethyl-formamide / 0.17 h / 0 °C

5.2: 18 h / 20 °C / Inert atmosphere

6.1: sodium hydroxide; water / tetrahydrofuran; methanol / 12 h / 0 - 20 °C

7.1: N-ethyl-N,N-diisopropylamine; benzotriazol-1-ol; 6-chloro-3-((dimethylamino)(dimethyliminio)methyl)-1H-benzo[d][1,2,3]triazol-3-ium-1-olatehexafluorophosphate(V) / N,N-dimethyl acetamide / 0.17 h / 0 °C

7.2: 18 h / 20 °C

With Lawessons reagent; ammonium hydroxide; 6-chloro-3-((dimethylamino)(dimethyliminio)methyl)-1H-benzo[d][1,2,3]triazol-3-ium-1-olatehexafluorophosphate(V); water; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; benzotriazol-1-ol; potassium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; dichloromethane; N,N-dimethyl acetamide; water; N,N-dimethyl-formamide; 3.1: |Hantzsch Thiazole Synthesis / 3.2: |Hantzsch Thiazole Synthesis / 3.3: |Hantzsch Thiazole Synthesis;

DOI:10.1002/cbic.201300565

upstream raw materials:

t-Boc-L-valine

2,4-Dimethoxybenzylamine

(S)-2-(1-{[2-(1-tert-butoxycarbonylamino-2-methylpropyl)thiazole-4-carbonyl]amino}-(S)-2-methylpropyl)thiazole-4-carboxylic acid

C₁₅H₂₇NO₆