2,2-Dimethyl-propionic acid 3-(5-benzyloxycarbonylamino-1-tert-butoxycarbonylmethyl-6-oxo-1,6-dihydro-pyridin-3-ylmethyl)-phenyl ester

Base Information

• Chemical Name: 2,2-Dimethyl-propionic acid 3-(5-benzyloxycarbonylamino-1-tert-butoxycarbonylmethyl-6-oxo-1,6-dihydro-pyridin-3-ylmethyl)-phenyl ester
• CAS No.: 1027995-40-9
• Molecular Formula: C₃₁H₃₆N₂O₇
• Molecular Weight: 548.636

Synonyms:2,2-Dimethyl-propionic acid 3-(5-benzyloxycarbonylamino-1-tert-butoxycarbonylmethyl-6-oxo-1,6-dihydro-pyridin-3-ylmethyl)-phenyl ester

Chemical Property of 2,2-Dimethyl-propionic acid 3-(5-benzyloxycarbonylamino-1-tert-butoxycarbonylmethyl-6-oxo-1,6-dihydro-pyridin-3-ylmethyl)-phenyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

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Technology Process of 2,2-Dimethyl-propionic acid 3-(5-benzyloxycarbonylamino-1-tert-butoxycarbonylmethyl-6-oxo-1,6-dihydro-pyridin-3-ylmethyl)-phenyl ester

There total 5 articles about 2,2-Dimethyl-propionic acid 3-(5-benzyloxycarbonylamino-1-tert-butoxycarbonylmethyl-6-oxo-1,6-dihydro-pyridin-3-ylmethyl)-phenyl 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:

3-nitropyridone (6332-56-5) → 2,2-Dimethyl-propionic acid 3-(5-benzyloxycarbonylamino-1-tert-butoxycarbonylmethyl-6-oxo-1,6-dihydro-pyridin-3-ylmethyl)-phenyl ester (1027995-40-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 98 percent / H₂ / 10percent Pd/C / ethanol / 8 h / 760 Torr / Ambient temperature

2: 63 percent / Na₂CO₃ / tetrahydrofuran

3: 46 percent / N-iodosuccinimide / CH₂Cl₂ / 18 h

4: 1.) NaH / 1.) DMF, 15-25 deg C, 20 min, 2.) DMF, RT, 3 h

5: 1.) Zn, 2.) dichloro<1,1'-bis(diphenylphosphino)ferrocene>palladium(II) / 1.) THF, 20 deg C, 3 h, 2.) THF, a) RT, 5 h, b) 50 deg C, 4.5 h, c) RT, 18 h

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; N-iodo-succinimide; hydrogen; sodium hydride; sodium carbonate; zinc; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane;

DOI:10.1021/jm00045a014

Reference yield:

3-amino-2-pyridone (33630-99-8) → 2,2-Dimethyl-propionic acid 3-(5-benzyloxycarbonylamino-1-tert-butoxycarbonylmethyl-6-oxo-1,6-dihydro-pyridin-3-ylmethyl)-phenyl ester (1027995-40-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 63 percent / Na₂CO₃ / tetrahydrofuran

2: 46 percent / N-iodosuccinimide / CH₂Cl₂ / 18 h

3: 1.) NaH / 1.) DMF, 15-25 deg C, 20 min, 2.) DMF, RT, 3 h

4: 1.) Zn, 2.) dichloro<1,1'-bis(diphenylphosphino)ferrocene>palladium(II) / 1.) THF, 20 deg C, 3 h, 2.) THF, a) RT, 5 h, b) 50 deg C, 4.5 h, c) RT, 18 h

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; N-iodo-succinimide; sodium hydride; sodium carbonate; zinc; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jm00045a014

Reference yield:

3-(benzyloxycarbonylamino)pyrid-2-one (147269-67-8) → 2,2-Dimethyl-propionic acid 3-(5-benzyloxycarbonylamino-1-tert-butoxycarbonylmethyl-6-oxo-1,6-dihydro-pyridin-3-ylmethyl)-phenyl ester (1027995-40-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 46 percent / N-iodosuccinimide / CH₂Cl₂ / 18 h

2: 1.) NaH / 1.) DMF, 15-25 deg C, 20 min, 2.) DMF, RT, 3 h

3: 1.) Zn, 2.) dichloro<1,1'-bis(diphenylphosphino)ferrocene>palladium(II) / 1.) THF, 20 deg C, 3 h, 2.) THF, a) RT, 5 h, b) 50 deg C, 4.5 h, c) RT, 18 h

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; N-iodo-succinimide; sodium hydride; zinc; In dichloromethane;

DOI:10.1021/jm00045a014

upstream raw materials:

tert-butyl 3-benzyloxycarbonylamino-5-iodo-2-oxo-1,2-dihydro-1-pyridylacetate

3-nitropyridone

3-amino-2-pyridone

3-(benzyloxycarbonylamino)pyrid-2-one

Downstream raw materials:

2-[3-Benzyloxycarbonylamino-2-oxo-5-(3-pivaloyloxybenzyl)-1,2-dihydro-1-pyridyl]-N-(3,3,3-trifluoro-1-isopropyl-2-oxopropyl)acetamide

2,2-Dimethyl-propionic acid 3-{5-benzyloxycarbonylamino-6-oxo-1-[(3,3,3-trifluoro-2-hydroxy-1-isopropyl-propylcarbamoyl)-methyl]-1,6-dihydro-pyridin-3-ylmethyl}-phenyl ester

2-[3-Benzyloxycarbonylamino-5-(3-hydroxybenzyl)-2-oxo-1,2-dihydro-1-pyridyl]-N-(3,3,3-trifluoro-1-iso-propyl-2-oxopropyl)acetamide

2,2-Dimethyl-propionic acid 3-(5-benzyloxycarbonylamino-1-carboxymethyl-6-oxo-1,6-dihydro-pyridin-3-ylmethyl)-phenyl ester

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