2-(4-{4-[4-(3-cyclopentyl-propyl)-5-oxo-4,5-dihydro-tetrazol-1-yl]-benzenesulfonylamino}-phenyl)-N-(2-hydroxy-2-pyridin-3-yl-ethyl)-acetamide

Base Information

• Chemical Name: 2-(4-{4-[4-(3-cyclopentyl-propyl)-5-oxo-4,5-dihydro-tetrazol-1-yl]-benzenesulfonylamino}-phenyl)-N-(2-hydroxy-2-pyridin-3-yl-ethyl)-acetamide
• CAS No.: 202873-16-3
• Molecular Formula: C₃₀H₃₅N₇O₅S
• Molecular Weight: 605.718
• Mol file: 202873-16-3.mol

Synonyms:2-(4-{4-[4-(3-cyclopentyl-propyl)-5-oxo-4,5-dihydro-tetrazol-1-yl]-benzenesulfonylamino}-phenyl)-N-(2-hydroxy-2-pyridin-3-yl-ethyl)-acetamide

Chemical Property of 2-(4-{4-[4-(3-cyclopentyl-propyl)-5-oxo-4,5-dihydro-tetrazol-1-yl]-benzenesulfonylamino}-phenyl)-N-(2-hydroxy-2-pyridin-3-yl-ethyl)-acetamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(4-{4-[4-(3-cyclopentyl-propyl)-5-oxo-4,5-dihydro-tetrazol-1-yl]-benzenesulfonylamino}-phenyl)-N-(2-hydroxy-2-pyridin-3-yl-ethyl)-acetamide

There total 14 articles about 2-(4-{4-[4-(3-cyclopentyl-propyl)-5-oxo-4,5-dihydro-tetrazol-1-yl]-benzenesulfonylamino}-phenyl)-N-(2-hydroxy-2-pyridin-3-yl-ethyl)-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: 94.0%

4-[(3-cyclopentylpropyl)-5-oxo-4,5-dihydrotetrazol-1-yl]phenylsulfonyl chloride (182251-92-9) + 2-(4-amino-phenyl)-N-(2-hydroxy-2-pyridin-3-yl-ethyl)-acetamide (211371-13-0) → 2-(4-{4-[4-(3-cyclopentyl-propyl)-5-oxo-4,5-dihydro-tetrazol-1-yl]-benzenesulfonylamino}-phenyl)-N-(2-hydroxy-2-pyridin-3-yl-ethyl)-acetamide (202873-16-3)

Guidance literature:

With sodium hydrogencarbonate; In water; ethyl acetate;

DOI:10.1016/S0040-4039(99)01353-2

Reference yield:

methyl-3-pyridylketone (350-03-8) → 2-(4-{4-[4-(3-cyclopentyl-propyl)-5-oxo-4,5-dihydro-tetrazol-1-yl]-benzenesulfonylamino}-phenyl)-N-(2-hydroxy-2-pyridin-3-yl-ethyl)-acetamide (202873-16-3)

Guidance literature:

Multi-step reaction with 8 steps

1: NH₂OH*HCl

2: pyridine

3: 82 percent / EtOK; HCl

4: EDC / tetrahydrofuran; H₂O / pH 5.5

5: HCl / H₂O

6: 75 percent / yeast Candida sorbophilia / 48 h / 28 °C / Microbiological reaction

7: 97 percent / H₂; NH₄OH / Pd/C / methanol / 3 h / 40 °C / 1034.3 Torr

8: 94 percent / NaHCO₃ / ethyl acetate; H₂O

With hydrogenchloride; ammonium hydroxide; yeast Candida sorbophilia; hydroxylamine hydrochloride; potassium ethoxide; hydrogen; sodium hydrogencarbonate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; palladium on activated charcoal; In tetrahydrofuran; pyridine; methanol; water; ethyl acetate; 1: Condensation / 2: Tosylation / 3: Neber rearrangement / 4: Condensation / 5: Hydrolysis / 6: Reduction / 7: Catalytic hydrogenation / 8: Condensation;

DOI:10.1016/S0040-4039(99)01353-2

Reference yield:

(E)-1-(pyridin-3-yl)ethanone oxime (106881-77-0) → 2-(4-{4-[4-(3-cyclopentyl-propyl)-5-oxo-4,5-dihydro-tetrazol-1-yl]-benzenesulfonylamino}-phenyl)-N-(2-hydroxy-2-pyridin-3-yl-ethyl)-acetamide (202873-16-3)

Guidance literature:

Multi-step reaction with 7 steps

1: pyridine

2: 82 percent / EtOK; HCl

3: EDC / tetrahydrofuran; H₂O / pH 5.5

4: HCl / H₂O

5: 75 percent / yeast Candida sorbophilia / 48 h / 28 °C / Microbiological reaction

6: 97 percent / H₂; NH₄OH / Pd/C / methanol / 3 h / 40 °C / 1034.3 Torr

7: 94 percent / NaHCO₃ / ethyl acetate; H₂O

With hydrogenchloride; ammonium hydroxide; yeast Candida sorbophilia; potassium ethoxide; hydrogen; sodium hydrogencarbonate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; palladium on activated charcoal; In tetrahydrofuran; pyridine; methanol; water; ethyl acetate; 1: Tosylation / 2: Neber rearrangement / 3: Condensation / 4: Hydrolysis / 5: Reduction / 6: Catalytic hydrogenation / 7: Condensation;

DOI:10.1016/S0040-4039(99)01353-2

upstream raw materials:

4-[(3-cyclopentylpropyl)-5-oxo-4,5-dihydrotetrazol-1-yl]phenylsulfonyl chloride

2-(4-amino-phenyl)-N-(2-hydroxy-2-pyridin-3-yl-ethyl)-acetamide

methyl-3-pyridylketone

(E)-1-(pyridin-3-yl)ethanone oxime

Downstream raw materials:

L 770644