tert-butyl (S)-1-cyclohexyl-2-oxo-2-((S)-1-((R)-1,2,3,4-tetrahydronaphthalen-1-yl)piperidin-3-ylamino)ethylcarbamate

Base Information

• Chemical Name: tert-butyl (S)-1-cyclohexyl-2-oxo-2-((S)-1-((R)-1,2,3,4-tetrahydronaphthalen-1-yl)piperidin-3-ylamino)ethylcarbamate
• CAS No.: 1361323-26-3
• Molecular Formula: C₂₈H₄₃N₃O₃
• Molecular Weight: 469.668

Synonyms:tert-butyl (S)-1-cyclohexyl-2-oxo-2-((S)-1-((R)-1,2,3,4-tetrahydronaphthalen-1-yl)piperidin-3-ylamino)ethylcarbamate

Chemical Property of tert-butyl (S)-1-cyclohexyl-2-oxo-2-((S)-1-((R)-1,2,3,4-tetrahydronaphthalen-1-yl)piperidin-3-ylamino)ethylcarbamate

Chemical Property:

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Technology Process of tert-butyl (S)-1-cyclohexyl-2-oxo-2-((S)-1-((R)-1,2,3,4-tetrahydronaphthalen-1-yl)piperidin-3-ylamino)ethylcarbamate

There total 3 articles about tert-butyl (S)-1-cyclohexyl-2-oxo-2-((S)-1-((R)-1,2,3,4-tetrahydronaphthalen-1-yl)piperidin-3-ylamino)ethylcarbamate 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:

tert-butyl (S)-1-((R)-1,2,3,4-tetrahydronaphthalen-1-yl)piperidin-3-ylcarbamate (1361323-24-1) → tert-butyl (S)-1-cyclohexyl-2-oxo-2-((S)-1-((R)-1,2,3,4-tetrahydronaphthalen-1-yl)piperidin-3-ylamino)ethylcarbamate (1361323-26-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: hydrogenchloride / 1,4-dioxane / 1 h / 20 °C

2.1: 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 0.08 h / 0 °C

2.2: 0 - 20 °C

With 4-methyl-morpholine; hydrogenchloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2011.12.109

Reference yield:

[(1S)-4-hydroxy-1-(hydroxymethyl)butyl]carbamic acid tert-butyl ester (162955-48-8,397246-12-7) → tert-butyl (S)-1-cyclohexyl-2-oxo-2-((S)-1-((R)-1,2,3,4-tetrahydronaphthalen-1-yl)piperidin-3-ylamino)ethylcarbamate (1361323-26-3)

Guidance literature:

Multi-step reaction with 4 steps

1.1: triethylamine / ethyl acetate / 2 h / 0 °C

2.1: ethyl acetate / 30 h / 70 °C

3.1: hydrogenchloride / 1,4-dioxane / 1 h / 20 °C

4.1: 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 0.08 h / 0 °C

4.2: 0 - 20 °C

With 4-methyl-morpholine; hydrogenchloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In 1,4-dioxane; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2011.12.109

Reference yield:

(S)-2-(tert-butoxycarbonylamino)pentane-1,5-diyl dimethanesulfonate (607376-86-3) → tert-butyl (S)-1-cyclohexyl-2-oxo-2-((S)-1-((R)-1,2,3,4-tetrahydronaphthalen-1-yl)piperidin-3-ylamino)ethylcarbamate (1361323-26-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: ethyl acetate / 30 h / 70 °C

2.1: hydrogenchloride / 1,4-dioxane / 1 h / 20 °C

3.1: 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 0.08 h / 0 °C

3.2: 0 - 20 °C

With 4-methyl-morpholine; hydrogenchloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In 1,4-dioxane; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2011.12.109

upstream raw materials:

tert-butyl (S)-1-((R)-1,2,3,4-tetrahydronaphthalen-1-yl)piperidin-3-ylcarbamate

[(1S)-4-hydroxy-1-(hydroxymethyl)butyl]carbamic acid tert-butyl ester

(S)-2-(tert-butoxycarbonylamino)pentane-1,5-diyl dimethanesulfonate

Downstream raw materials:

tert-butyl (S)-1-((S)-1-cyclohexyl-2-oxo-2-((S)-1-((R)-1,2,3,4-tetrahydronaphthalen-1-yl)piperidin-3-ylamino)ethylamino)-1-oxopropan-2-yl(methyl)carbamate

(S)-N-((S)-1-cyclohexyl-2-oxo-2-((S)-1-((R)-1,2,3,4-tetrahydronaphthalen-1-yl)piperidin-3-ylamino)ethyl)-2-(methylamino)propanamide

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