(R)-N-[((S)-1-Carbamimidoyl-2-ethoxy-piperidin-3-ylcarbamoyl)-methyl]-3-(1-carbamimidoyl-piperidin-4-yl)-2-phenylmethanesulfonylamino-propionamide

Base Information

• Chemical Name: (R)-N-[((S)-1-Carbamimidoyl-2-ethoxy-piperidin-3-ylcarbamoyl)-methyl]-3-(1-carbamimidoyl-piperidin-4-yl)-2-phenylmethanesulfonylamino-propionamide
• CAS No.: 274928-53-9
• Molecular Formula: C₂₆H₄₃N₉O₅S
• Molecular Weight: 593.751
• Mol file: 274928-53-9.mol

Synonyms:

Chemical Property of (R)-N-[((S)-1-Carbamimidoyl-2-ethoxy-piperidin-3-ylcarbamoyl)-methyl]-3-(1-carbamimidoyl-piperidin-4-yl)-2-phenylmethanesulfonylamino-propionamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-N-[((S)-1-Carbamimidoyl-2-ethoxy-piperidin-3-ylcarbamoyl)-methyl]-3-(1-carbamimidoyl-piperidin-4-yl)-2-phenylmethanesulfonylamino-propionamide

There total 8 articles about (R)-N-[((S)-1-Carbamimidoyl-2-ethoxy-piperidin-3-ylcarbamoyl)-methyl]-3-(1-carbamimidoyl-piperidin-4-yl)-2-phenylmethanesulfonylamino-propionamide 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:

C42H54N10O11S → (R)-N-[((S)-1-Carbamimidoyl-2-ethoxy-piperidin-3-ylcarbamoyl)-methyl]-3-(1-carbamimidoyl-piperidin-4-yl)-2-phenylmethanesulfonylamino-propionamide (274928-53-9)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; water; acetic acid;

DOI:10.1016/S0960-894X(00)00105-0

Reference yield:

(R)-2-(tert-butoxycarbonylamino)-3-(pyridin-4-yl)propanoic acid (37535-58-3) → (R)-N-[((S)-1-Carbamimidoyl-2-ethoxy-piperidin-3-ylcarbamoyl)-methyl]-3-(1-carbamimidoyl-piperidin-4-yl)-2-phenylmethanesulfonylamino-propionamide (274928-53-9)

Guidance literature:

Multi-step reaction with 8 steps

1: 97 percent / EDC; HOBt; DIEA / acetonitrile

2: 100 percent / H₂; aq. AcOH / PtO₂ / ethanol

3: 55 percent / DIEA; THF / Heating

4: 100 percent / HCl / ethyl acetate

5: NMM / acetonitrile

6: 1N LiOH / ethanol

7: EDC; HOBt; NMM / acetonitrile

8: H₂ / 10 percent Pd/C / ethanol; acetic acid; H₂O

With tetrahydrofuran; 4-methyl-morpholine; hydrogenchloride; lithium hydroxide; hydrogen; benzotriazol-1-ol; acetic acid; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; platinum(IV) oxide; palladium on activated charcoal; In ethanol; water; acetic acid; ethyl acetate; acetonitrile; 1: coupling / 2: Hydrogenation / 3: guanylation / 4: deprotection / 5: Acylation / 6: Hydrolysis / 7: coupling / 8: Hydrogenolysis;

DOI:10.1016/S0960-894X(00)00105-0

Reference yield:

(2-tert-butoxycarbonylamino-3-pyridin-4-yl-propionylamino)-acetic acid methyl ester (274928-32-4) → (R)-N-[((S)-1-Carbamimidoyl-2-ethoxy-piperidin-3-ylcarbamoyl)-methyl]-3-(1-carbamimidoyl-piperidin-4-yl)-2-phenylmethanesulfonylamino-propionamide (274928-53-9)

Guidance literature:

Multi-step reaction with 7 steps

1: 100 percent / H₂; aq. AcOH / PtO₂ / ethanol

2: 55 percent / DIEA; THF / Heating

3: 100 percent / HCl / ethyl acetate

4: NMM / acetonitrile

5: 1N LiOH / ethanol

6: EDC; HOBt; NMM / acetonitrile

7: H₂ / 10 percent Pd/C / ethanol; acetic acid; H₂O

With tetrahydrofuran; 4-methyl-morpholine; hydrogenchloride; lithium hydroxide; hydrogen; benzotriazol-1-ol; acetic acid; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; platinum(IV) oxide; palladium on activated charcoal; In ethanol; water; acetic acid; ethyl acetate; acetonitrile; 1: Hydrogenation / 2: guanylation / 3: deprotection / 4: Acylation / 5: Hydrolysis / 6: coupling / 7: Hydrogenolysis;

DOI:10.1016/S0960-894X(00)00105-0

upstream raw materials:

(R)-2-(tert-butoxycarbonylamino)-3-(pyridin-4-yl)propanoic acid

(2-tert-butoxycarbonylamino-3-pyridin-4-yl-propionylamino)-acetic acid methyl ester

(2-tert-butoxycarbonylamino-3-piperidin-4-yl-propionylamino)-acetic acid methyl ester

[(R)-3-(1-{Benzyloxycarbonylamino-[(Z)-benzyloxycarbonylimino]-methyl}-piperidin-4-yl)-2-tert-butoxycarbonylamino-propionylamino]-acetic acid methyl ester