methyl (4R)-4-[((R)-2-{3-[(N-benzyloxycarbonyl-(S)-isoleucyl)methylamino]-4-methylpentyl}thiazole-4-carbonyl)amino]-5-phenylpentanoate

Base Information

• Chemical Name: methyl (4R)-4-[((R)-2-{3-[(N-benzyloxycarbonyl-(S)-isoleucyl)methylamino]-4-methylpentyl}thiazole-4-carbonyl)amino]-5-phenylpentanoate
• CAS No.: 1207472-53-4
• Molecular Formula: C₃₇H₅₀N₄O₆S
• Molecular Weight: 678.893
• Mol file: 1207472-53-4.mol

Synonyms:

Chemical Property of methyl (4R)-4-[((R)-2-{3-[(N-benzyloxycarbonyl-(S)-isoleucyl)methylamino]-4-methylpentyl}thiazole-4-carbonyl)amino]-5-phenylpentanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (4R)-4-[((R)-2-{3-[(N-benzyloxycarbonyl-(S)-isoleucyl)methylamino]-4-methylpentyl}thiazole-4-carbonyl)amino]-5-phenylpentanoate

There total 15 articles about methyl (4R)-4-[((R)-2-{3-[(N-benzyloxycarbonyl-(S)-isoleucyl)methylamino]-4-methylpentyl}thiazole-4-carbonyl)amino]-5-phenylpentanoate 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:

C30H43N3O7S + (2R)-5-methoxy-5-oxo-1-phenylpentan-2-aminium chloride → methyl (4R)-4-[((R)-2-{3-[(N-benzyloxycarbonyl-(S)-isoleucyl)methylamino]-4-methylpentyl}thiazole-4-carbonyl)amino]-5-phenylpentanoate (1207472-53-4)

Guidance literature:

With 4-methyl-morpholine; In tetrahydrofuran; at -20 - 20 ℃;

DOI:10.1002/ejoc.200900999

Reference yield:

(R)-ethyl 2-(3-((tert-butoxycarbonyl)(methyl)amino)-4-methylpentyl)thiazole-4-carboxylate (1053805-75-6) → methyl (4R)-4-[((R)-2-{3-[(N-benzyloxycarbonyl-(S)-isoleucyl)methylamino]-4-methylpentyl}thiazole-4-carbonyl)amino]-5-phenylpentanoate (1207472-53-4)

Guidance literature:

Multi-step reaction with 5 steps

1: hydrogenchloride / 1,4-dioxane / 0 °C

2: 2-bromo-1-ethylpyridin-1-ium tetrafluoroborate; N-ethyl-N,N-diisopropylamine / dichloromethane / -10 - 20 °C

3: sodium hydroxide / 1,4-dioxane

4: 4-methyl-morpholine / tetrahydrofuran / 0.17 h / -20 °C

5: 4-methyl-morpholine / tetrahydrofuran / -20 - 20 °C

With 4-methyl-morpholine; hydrogenchloride; 2-bromo-1-ethylpyridin-1-ium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; dichloromethane;

DOI:10.1002/ejoc.200900999

Reference yield:

ethyl (R)-2-{3-[(N-benzyloxycarbonyl-(S)-isoleucyl)methylamino]-4-methylpentyl}thiazole-4-carboxylate (1174764-17-0) → methyl (4R)-4-[((R)-2-{3-[(N-benzyloxycarbonyl-(S)-isoleucyl)methylamino]-4-methylpentyl}thiazole-4-carbonyl)amino]-5-phenylpentanoate (1207472-53-4)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium hydroxide / 1,4-dioxane

2: 4-methyl-morpholine / tetrahydrofuran / 0.17 h / -20 °C

3: 4-methyl-morpholine / tetrahydrofuran / -20 - 20 °C

With 4-methyl-morpholine; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane;

DOI:10.1002/ejoc.200900999

upstream raw materials:

(R)-ethyl 2-(3-((tert-butoxycarbonyl)(methyl)amino)-4-methylpentyl)thiazole-4-carboxylate

ethyl (R)-2-{3-[(N-benzyloxycarbonyl-(S)-isoleucyl)methylamino]-4-methylpentyl}thiazole-4-carboxylate

(4R)-4-(tert.-Butoxycarbonylamino)-5-methyl-hexanenitrile

(4R)-4-[(tert-butoxycarbonyl)methylamino]-5-methylhexanenitrile

Downstream raw materials:

methyl (4R)-4-[((R)-2-{3-[(N,N-dimethylglycyl-(S)-isoleucyl)methylamino]-4-methylpentyl}thiazole-4-carbonyl)amino]-5-phenylpentanoate

(4R)-4-[((R)-2-{3-[(N,N-dimethylglycyl-(S)-isoleucyl)methylamino]-4-methylpentyl}thiazole-4-carboxyl)amino]-5-phenylpentanoic acid trifluoroacetic acid salt