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

Base Information

• Chemical Name: tert-butyl (S)-1-((S)-1-cyclohexyl-2-oxo-2-((S)-piperidin-3-ylamino)ethylamino)-1-oxopropan-2-yl(methyl)carbamate
• CAS No.: 1361323-00-3
• Molecular Formula: C₂₂H₄₀N₄O₄
• Molecular Weight: 424.584
• Mol file: 1361323-00-3.mol

Synonyms:tert-butyl (S)-1-((S)-1-cyclohexyl-2-oxo-2-((S)-piperidin-3-ylamino)ethylamino)-1-oxopropan-2-yl(methyl)carbamate

Chemical Property of tert-butyl (S)-1-((S)-1-cyclohexyl-2-oxo-2-((S)-piperidin-3-ylamino)ethylamino)-1-oxopropan-2-yl(methyl)carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl (S)-1-((S)-1-cyclohexyl-2-oxo-2-((S)-piperidin-3-ylamino)ethylamino)-1-oxopropan-2-yl(methyl)carbamate

There total 6 articles about tert-butyl (S)-1-((S)-1-cyclohexyl-2-oxo-2-((S)-piperidin-3-ylamino)ethylamino)-1-oxopropan-2-yl(methyl)carbamate 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: 98.0%

(S)-benzyl 3-((S)-2-((S)-2-(tert-butoxycarbonyl(methyl)amino)propanamido)-2-cyclohexylacetamido)piperidine-1-carboxylate (1361322-99-7) → tert-butyl (S)-1-((S)-1-cyclohexyl-2-oxo-2-((S)-piperidin-3-ylamino)ethylamino)-1-oxopropan-2-yl(methyl)carbamate (1361323-00-3)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃; for 2h; under 760.051 Torr;

DOI:10.1016/j.bmcl.2011.12.109

Reference yield:

benzyl (3S)-3-[(2-methylpropan-2-yl)oxycarbonylamino]piperidine-1-carboxylate (876379-22-5) → tert-butyl (S)-1-((S)-1-cyclohexyl-2-oxo-2-((S)-piperidin-3-ylamino)ethylamino)-1-oxopropan-2-yl(methyl)carbamate (1361323-00-3)

Guidance literature:

Multi-step reaction with 5 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 / 0.25 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 / 0.25 h / 0 °C

4.2: 0 - 20 °C

5.1: palladium 10% on activated carbon; hydrogen / methanol / 2 h / 20 °C / 760.05 Torr

With 4-methyl-morpholine; hydrogenchloride; palladium 10% on activated carbon; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In 1,4-dioxane; methanol; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2011.12.109

Reference yield:

(S)-benzyl 3-((S)-2-(tert-butoxycarbonylamino)-2-cyclohexylacetamido)piperidine-1-carboxylate (1361322-97-5) → tert-butyl (S)-1-((S)-1-cyclohexyl-2-oxo-2-((S)-piperidin-3-ylamino)ethylamino)-1-oxopropan-2-yl(methyl)carbamate (1361323-00-3)

Guidance literature:

Multi-step reaction with 3 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 / 0.25 h / 0 °C

2.2: 0 - 20 °C

3.1: palladium 10% on activated carbon; hydrogen / methanol / 2 h / 20 °C / 760.05 Torr

With 4-methyl-morpholine; hydrogenchloride; palladium 10% on activated carbon; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In 1,4-dioxane; methanol; 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

(S)-benzyl 3-aminopiperidine-1-carboxylate hydrochloride

(S)-benzyl 3-((S)-2-(tert-butoxycarbonylamino)-2-cyclohexylacetamido)piperidine-1-carboxylate

(S)-benzyl 3-((S)-2-amino-2-cyclohexylacetamido)piperidine-1-carboxylate hydrochloride

Downstream raw materials:

(S)-N-((S)-1-cyclohexyl-2-oxo-2-((S)-1-(3-phenylpropyl)piperidin-3-ylamino)ethyl)-2-(methylamino)propanamide

(S)-N-((S)-2-((S)-1-benzylpiperidin-3-ylamino)-1-cyclohexyl-2-oxoethyl)-2-(methylamino)propanamide

tert-butyl (S)-1-((S)-2-((S)-1-benzoylpiperidin-3-ylamino)-1-cyclohexyl-2-oxoethylamino)-1-oxopropan-2-yl(methyl)carbamate

(S)-N-((S)-2-((S)-1-benzoylpiperidin-3-ylamino)-1-cyclohexyl-2-oxoethyl)-2-(methylamino)propanamide