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

Base Information

Chemical Name:methyl (4R)-4-[((R)-2-{3-[(N,N-dimethylglycyl-(S)-isoleucyl)methylamino]-4-methylpentyl}thiazole-4-carbonyl)amino]-5-phenylpentanoate
CAS No.:1207472-54-5
Molecular Formula:C₃₃H₅₁N₅O₅S
Molecular Weight:629.864
Hs Code.:

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

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

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

There total 17 articles about methyl (4R)-4-[((R)-2-{3-[(N,N-dimethylglycyl-(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:

: 1053805-75-6
(R)-ethyl 2-(3-((tert-butoxycarbonyl)(methyl)amino)-4-methylpentyl)thiazole-4-carboxylate

: 1207472-54-5
methyl (4R)-4-[((R)-2-{3-[(N,N-dimethylglycyl-(S)-isoleucyl)methylamino]-4-methylpentyl}thiazole-4-carbonyl)amino]-5-phenylpentanoate

Guidance literature:: Multi-step reaction with 7 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

6: hydrogen bromide / acetic acid / 0 °C

7: dichloromethane

With 4-methyl-morpholine; hydrogenchloride; hydrogen bromide; 2-bromo-1-ethylpyridin-1-ium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; dichloromethane; acetic acid;
DOI:10.1002/ejoc.200900999

Reference yield:

: 1219930-72-9
(4R)-4-(tert.-Butoxycarbonylamino)-5-methyl-hexanenitrile

: 1207472-54-5
methyl (4R)-4-[((R)-2-{3-[(N,N-dimethylglycyl-(S)-isoleucyl)methylamino]-4-methylpentyl}thiazole-4-carbonyl)amino]-5-phenylpentanoate

Guidance literature:: Multi-step reaction with 10 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 0 - 20 °C

2.1: hydrogen sulfide; triethylamine / chloroform / -78 - 20 °C

3.1: acetone / 1.5 h / -10 °C

3.2: -20 - 0 °C

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

5.1: 2-bromo-1-ethylpyridin-1-ium tetrafluoroborate; N-ethyl-N,N-diisopropylamine / dichloromethane / -10 - 20 °C

6.1: sodium hydroxide / 1,4-dioxane

7.1: 4-methyl-morpholine / tetrahydrofuran / 0.17 h / -20 °C

8.1: 4-methyl-morpholine / tetrahydrofuran / -20 - 20 °C

9.1: hydrogen bromide / acetic acid / 0 °C

10.1: dichloromethane

With 4-methyl-morpholine; hydrogenchloride; hydrogen sulfide; hydrogen bromide; 2-bromo-1-ethylpyridin-1-ium tetrafluoroborate; sodium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; dichloromethane; chloroform; acetic acid; N,N-dimethyl-formamide; acetone; 3.1: Hantzsch thiazole synthesis;
DOI:10.1002/ejoc.200900999

Reference yield:

: 1174764-17-0
ethyl (R)-2-{3-[(N-benzyloxycarbonyl-(S)-isoleucyl)methylamino]-4-methylpentyl}thiazole-4-carboxylate

: 1207472-54-5
methyl (4R)-4-[((R)-2-{3-[(N,N-dimethylglycyl-(S)-isoleucyl)methylamino]-4-methylpentyl}thiazole-4-carbonyl)amino]-5-phenylpentanoate

Guidance literature:: Multi-step reaction with 5 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

4: hydrogen bromide / acetic acid / 0 °C

5: dichloromethane

With 4-methyl-morpholine; hydrogen bromide; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; dichloromethane; acetic acid;
DOI:10.1002/ejoc.200900999