tert-butyl 3-benzyloxycarbonylamino-2-oxo-5-(4-pivaloyloxybenzyl)-1,2-dihydro-1-pyridylacetate

Base Information

Chemical Name:tert-butyl 3-benzyloxycarbonylamino-2-oxo-5-(4-pivaloyloxybenzyl)-1,2-dihydro-1-pyridylacetate
CAS No.:147269-72-5
Molecular Formula:C₃₁H₃₆N₂O₇
Molecular Weight:548.636
Hs Code.:

Synonyms:tert-butyl 3-benzyloxycarbonylamino-2-oxo-5-(4-pivaloyloxybenzyl)-1,2-dihydro-1-pyridylacetate

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Chemical Property of tert-butyl 3-benzyloxycarbonylamino-2-oxo-5-(4-pivaloyloxybenzyl)-1,2-dihydro-1-pyridylacetate

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Technology Process of tert-butyl 3-benzyloxycarbonylamino-2-oxo-5-(4-pivaloyloxybenzyl)-1,2-dihydro-1-pyridylacetate

There total 6 articles about tert-butyl 3-benzyloxycarbonylamino-2-oxo-5-(4-pivaloyloxybenzyl)-1,2-dihydro-1-pyridylacetate 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:

: 72287-26-4,95464-05-4
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride

: 58305-26-3
p-(bromomethyl)phenyl pivalate

: 147269-71-4
tert-butyl 3-benzyloxycarbonylamino-5-iodo-2-oxo-1,2-dihydro-1-pyridylacetate

: 147269-72-5
tert-butyl 3-benzyloxycarbonylamino-2-oxo-5-(4-pivaloyloxybenzyl)-1,2-dihydro-1-pyridylacetate

Guidance literature:: With zinc; In tetrahydrofuran;

Reference yield:

: 6332-56-5
3-nitropyridone

: 147269-72-5
tert-butyl 3-benzyloxycarbonylamino-2-oxo-5-(4-pivaloyloxybenzyl)-1,2-dihydro-1-pyridylacetate

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:

: 33630-99-8
3-amino-2-pyridone

: 147269-72-5
tert-butyl 3-benzyloxycarbonylamino-2-oxo-5-(4-pivaloyloxybenzyl)-1,2-dihydro-1-pyridylacetate

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