N-((S)-1-Carbamimidoyl-2-ethoxy-piperidin-3-yl)-2-((S)-2-oxo-3-phenylmethanesulfonylamino-piperidin-1-yl)-acetamide

Base Information

• Chemical Name: N-((S)-1-Carbamimidoyl-2-ethoxy-piperidin-3-yl)-2-((S)-2-oxo-3-phenylmethanesulfonylamino-piperidin-1-yl)-acetamide
• CAS No.: 201355-23-9
• Molecular Formula: C₂₂H₃₄N₆O₅S
• Molecular Weight: 494.615

Synonyms:N-((S)-1-Carbamimidoyl-2-ethoxy-piperidin-3-yl)-2-((S)-2-oxo-3-phenylmethanesulfonylamino-piperidin-1-yl)-acetamide

Chemical Property of N-((S)-1-Carbamimidoyl-2-ethoxy-piperidin-3-yl)-2-((S)-2-oxo-3-phenylmethanesulfonylamino-piperidin-1-yl)-acetamide

Chemical Property:

Purity/Quality:

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Technology Process of N-((S)-1-Carbamimidoyl-2-ethoxy-piperidin-3-yl)-2-((S)-2-oxo-3-phenylmethanesulfonylamino-piperidin-1-yl)-acetamide

There total 17 articles about N-((S)-1-Carbamimidoyl-2-ethoxy-piperidin-3-yl)-2-((S)-2-oxo-3-phenylmethanesulfonylamino-piperidin-1-yl)-acetamide 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: 100.0%

C22H33N7O7S (186261-87-0) → N-((S)-1-Carbamimidoyl-2-ethoxy-piperidin-3-yl)-2-((S)-2-oxo-3-phenylmethanesulfonylamino-piperidin-1-yl)-acetamide (201355-23-9)

Guidance literature:

With hydrogen; acetic acid; palladium on activated charcoal; In methanol; water; under 1810.02 - 2585.7 Torr;

DOI:10.1021/jm960572n

Reference yield:

Boc-Orn(Z)-OH (2480-93-5) → N-((S)-1-Carbamimidoyl-2-ethoxy-piperidin-3-yl)-2-((S)-2-oxo-3-phenylmethanesulfonylamino-piperidin-1-yl)-acetamide (201355-23-9)

Guidance literature:

Multi-step reaction with 9 steps

1: 100 percent / H₂, AcOH / Pd/C / methanol; H₂O / 1810.02 - 2585.7 Torr

2: 80 percent / EDC, HOBt, NMM / acetonitrile / Ambient temperature

3: 85 percent / LiHMDS / tetrahydrofuran / Ambient temperature

4: 100 percent / H₂ / Pd/C / ethanol / 1551.4 Torr

5: 100 percent / HCl / 0 - 20 °C

6: Et₃N / acetonitrile / 0 - 20 °C

7: aq. LiOH / methanol

8: EDC, HOBt, DIPEA / acetonitrile / Ambient temperature

9: 100 percent / H₂, AcOH / Pd/C / methanol; H₂O / 1810.02 - 2585.7 Torr

With 4-methyl-morpholine; hydrogenchloride; lithium hydroxide; hydrogen; benzotriazol-1-ol; acetic acid; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; N-ethyl-N,N-diisopropylamine; lithium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; water; acetonitrile;

DOI:10.1021/jm960572n

Reference yield:

N2-(tert-butoxycarbonyl)-L-ornithine (21887-64-9) → N-((S)-1-Carbamimidoyl-2-ethoxy-piperidin-3-yl)-2-((S)-2-oxo-3-phenylmethanesulfonylamino-piperidin-1-yl)-acetamide (201355-23-9)

Guidance literature:

Multi-step reaction with 8 steps

1: 80 percent / EDC, HOBt, NMM / acetonitrile / Ambient temperature

2: 85 percent / LiHMDS / tetrahydrofuran / Ambient temperature

3: 100 percent / H₂ / Pd/C / ethanol / 1551.4 Torr

4: 100 percent / HCl / 0 - 20 °C

5: Et₃N / acetonitrile / 0 - 20 °C

6: aq. LiOH / methanol

7: EDC, HOBt, DIPEA / acetonitrile / Ambient temperature

8: 100 percent / H₂, AcOH / Pd/C / methanol; H₂O / 1810.02 - 2585.7 Torr

With 4-methyl-morpholine; hydrogenchloride; lithium hydroxide; hydrogen; benzotriazol-1-ol; acetic acid; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; N-ethyl-N,N-diisopropylamine; lithium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; water; acetonitrile;

DOI:10.1021/jm960572n

upstream raw materials:

C₂₂H₃₃N₇O₇S

Boc-Orn(Z)-OH

N₂-(tert-butoxycarbonyl)-L-ornithine

N-alpha-t-butoxycarbonyl-Ng-nitroarginine

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