(S)-benzyl 3-((S)-2-((S)-2-(tert-butoxycarbonyl(methyl)amino)propanamido)-2-cyclohexyl-N-methylacetamido)piperidine-1-carboxylate

Base Information

• Chemical Name: (S)-benzyl 3-((S)-2-((S)-2-(tert-butoxycarbonyl(methyl)amino)propanamido)-2-cyclohexyl-N-methylacetamido)piperidine-1-carboxylate
• CAS No.: 1361323-17-2
• Molecular Formula: C₃₁H₄₈N₄O₆
• Molecular Weight: 572.745

Synonyms:(S)-benzyl 3-((S)-2-((S)-2-(tert-butoxycarbonyl(methyl)amino)propanamido)-2-cyclohexyl-N-methylacetamido)piperidine-1-carboxylate

Chemical Property of (S)-benzyl 3-((S)-2-((S)-2-(tert-butoxycarbonyl(methyl)amino)propanamido)-2-cyclohexyl-N-methylacetamido)piperidine-1-carboxylate

Chemical Property:

Purity/Quality:

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• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of (S)-benzyl 3-((S)-2-((S)-2-(tert-butoxycarbonyl(methyl)amino)propanamido)-2-cyclohexyl-N-methylacetamido)piperidine-1-carboxylate

There total 6 articles about (S)-benzyl 3-((S)-2-((S)-2-(tert-butoxycarbonyl(methyl)amino)propanamido)-2-cyclohexyl-N-methylacetamido)piperidine-1-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:

benzyl (3S)-3-[(2-methylpropan-2-yl)oxycarbonylamino]piperidine-1-carboxylate (876379-22-5) → (S)-benzyl 3-((S)-2-((S)-2-(tert-butoxycarbonyl(methyl)amino)propanamido)-2-cyclohexyl-N-methylacetamido)piperidine-1-carboxylate (1361323-17-2)

Guidance literature:

Multi-step reaction with 5 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 0.08 h / 20 °C

1.2: 20 °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 / 0.17 h / 0 °C

3.2: 0 - 20 °C

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

5.1: 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 0 °C

5.2: 0 - 20 °C

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

DOI:10.1016/j.bmcl.2011.12.109

Reference yield:

benzyl (3S)-3-[tert-butoxycarbonyl(methyl)amino]piperidine-1-carboxylate (1124199-24-1,1284966-16-0) → (S)-benzyl 3-((S)-2-((S)-2-(tert-butoxycarbonyl(methyl)amino)propanamido)-2-cyclohexyl-N-methylacetamido)piperidine-1-carboxylate (1361323-17-2)

Guidance literature:

Multi-step reaction with 4 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 / 0.17 h / 0 °C

2.2: 0 - 20 °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 °C

4.2: 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:

(S)-benzyl 3-(methylamino)piperidine-1-carboxylate hydrochloride (1361323-13-8) → (S)-benzyl 3-((S)-2-((S)-2-(tert-butoxycarbonyl(methyl)amino)propanamido)-2-cyclohexyl-N-methylacetamido)piperidine-1-carboxylate (1361323-17-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 0.17 h / 0 °C

1.2: 0 - 20 °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 °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; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2011.12.109

upstream raw materials:

benzyl (3S)-3-[(2-methylpropan-2-yl)oxycarbonylamino]piperidine-1-carboxylate

benzyl (3S)-3-[tert-butoxycarbonyl(methyl)amino]piperidine-1-carboxylate

(S)-benzyl 3-(methylamino)piperidine-1-carboxylate hydrochloride

(S)-benzyl 3-((S)-2-(tert-butoxycarbonylamino)-2-cyclohexyl-N-methylacetamido)piperidine-1-carboxylate

Downstream raw materials:

tert-butyl (S)-1-((S)-1-cyclohexyl-2-(methyl((S)-piperidin-3-yl)amino)-2-oxoethylamino)-1-oxopropan-2-yl(methyl)carbamate

tert-butyl (S)-1-((S)-1-cyclohexyl-2-(methyl((S)-1-phenethylpiperidin-3-yl)amino)-2-oxoethylamino)-1-oxopropan-2-yl(methyl)carbamate

(S)-N-((S)-1-cyclohexyl-2-(methyl((S)-1-phenethylpiperidin-3-yl)amino)-2-oxoethyl)-2-(methylamino)propanamide

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