4-{2-[(R)-1-{[((S)-1-Carbamimidoyl-2-ethoxy-piperidin-3-ylcarbamoyl)-methyl]-carbamoyl}-2-(1-carbamimidoyl-piperidin-4-yl)-ethylcarbamoyloxy]-ethyl}-benzoic acid ethyl ester

Base Information

Chemical Name:4-{2-[(R)-1-{[((S)-1-Carbamimidoyl-2-ethoxy-piperidin-3-ylcarbamoyl)-methyl]-carbamoyl}-2-(1-carbamimidoyl-piperidin-4-yl)-ethylcarbamoyloxy]-ethyl}-benzoic acid ethyl ester
CAS No.:274928-65-3
Molecular Formula:C₃₁H₄₉N₉O₇
Molecular Weight:659.786
Hs Code.:

4-{2-[(R)-1-{[((S)-1-Carbamimidoyl-2-ethoxy-piperidin-3-ylcarbamoyl)-methyl]-carbamoyl}-2-(1-carbamimidoyl-piperidin-4-yl)-ethylcarbamoyloxy]-ethyl}-benzoic acid ethyl ester

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Chemical Property of 4-{2-[(R)-1-{[((S)-1-Carbamimidoyl-2-ethoxy-piperidin-3-ylcarbamoyl)-methyl]-carbamoyl}-2-(1-carbamimidoyl-piperidin-4-yl)-ethylcarbamoyloxy]-ethyl}-benzoic acid ethyl ester

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Technology Process of 4-{2-[(R)-1-{[((S)-1-Carbamimidoyl-2-ethoxy-piperidin-3-ylcarbamoyl)-methyl]-carbamoyl}-2-(1-carbamimidoyl-piperidin-4-yl)-ethylcarbamoyloxy]-ethyl}-benzoic acid ethyl ester

There total 8 articles about 4-{2-[(R)-1-{[((S)-1-Carbamimidoyl-2-ethoxy-piperidin-3-ylcarbamoyl)-methyl]-carbamoyl}-2-(1-carbamimidoyl-piperidin-4-yl)-ethylcarbamoyloxy]-ethyl}-benzoic acid ethyl ester 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:

: C₄₇H₆₀N₁₀O₁₃

: 274928-65-3
4-{2-[(R)-1-{[((S)-1-Carbamimidoyl-2-ethoxy-piperidin-3-ylcarbamoyl)-methyl]-carbamoyl}-2-(1-carbamimidoyl-piperidin-4-yl)-ethylcarbamoyloxy]-ethyl}-benzoic acid ethyl ester

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethanol; water; acetic acid;
DOI:10.1016/S0960-894X(00)00105-0

Reference yield:

: 37535-58-3
(R)-2-(tert-butoxycarbonylamino)-3-(pyridin-4-yl)propanoic acid

: 274928-65-3
4-{2-[(R)-1-{[((S)-1-Carbamimidoyl-2-ethoxy-piperidin-3-ylcarbamoyl)-methyl]-carbamoyl}-2-(1-carbamimidoyl-piperidin-4-yl)-ethylcarbamoyloxy]-ethyl}-benzoic acid ethyl ester

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:

: 274928-32-4
(2-tert-butoxycarbonylamino-3-pyridin-4-yl-propionylamino)-acetic acid methyl ester

: 274928-65-3
4-{2-[(R)-1-{[((S)-1-Carbamimidoyl-2-ethoxy-piperidin-3-ylcarbamoyl)-methyl]-carbamoyl}-2-(1-carbamimidoyl-piperidin-4-yl)-ethylcarbamoyloxy]-ethyl}-benzoic acid ethyl ester

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