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

Base Information

Chemical Name:(R)-ethyl 2-(3-((tert-butoxycarbonyl)(methyl)amino)-4-methylpentyl)thiazole-4-carboxylate
CAS No.:1053805-75-6
Molecular Formula:C₁₈H₃₀N₂O₄S
Molecular Weight:370.513
Hs Code.:

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

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

Chemical Property:

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

There total 1 articles about (R)-ethyl 2-(3-((tert-butoxycarbonyl)(methyl)amino)-4-methylpentyl)thiazole-4-carboxylate 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:

: 6436-59-5
ethyl 2-methylthiazole-4-carboxylate

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

Guidance literature:: Multi-step reaction with 7 steps

1.1: selenium(IV) oxide / acetic acid / 24 h / 100 °C

2.1: sodium tetrahydroborate / tetrahydrofuran / 2 h / 0 - 25 °C

3.1: thionyl chloride / dichloromethane / 2 h / 0 - 45 °C

4.1: toluene / 24 h / 85 °C / Inert atmosphere

5.1: diisobutylaluminium hydride / dichloromethane / 1 h / -78 °C / Inert atmosphere

5.2: 12 h / -78 - 25 °C / Inert atmosphere

6.1: hydrogen; palladium 10% on activated carbon / methanol / 2 h / 25 °C / Inert atmosphere

7.1: sodium hydride / N,N-dimethyl-formamide / 12 h / 0 - 25 °C / Inert atmosphere

With selenium(IV) oxide; sodium tetrahydroborate; thionyl chloride; palladium 10% on activated carbon; hydrogen; sodium hydride; diisobutylaluminium hydride; In tetrahydrofuran; methanol; dichloromethane; acetic acid; N,N-dimethyl-formamide; toluene; 5.2: |Wittig Olefination;
DOI:10.1016/j.tetlet.2016.01.051

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 2 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

With hydrogenchloride; 2-bromo-1-ethylpyridin-1-ium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; dichloromethane;
DOI:10.1002/ejoc.200900999

Reference yield:

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

: C₃₆H₅₅N₅O₅S

Guidance literature:: Multi-step reaction with 8 steps

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

2.1: 2-bromo-1-ethylpyridin-1-ium tetrafluoroborate; N-ethyl-N,N-diisopropylamine / dichloromethane / -10 - 20 °C

3.1: hydrogen bromide / acetic acid / 0 °C

4.1: sodium hydrogencarbonate / water

4.2: -20 - 20 °C

5.1: sodium hydroxide / 1,4-dioxane / 0 °C

5.2: pH 2

6.1: 4-methyl-morpholine / tetrahydrofuran / 0.17 h

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

8.1: hydrogen bromide / acetic acid / 0 °C

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