tert-butyl (S)-2-(tert-butoxycarbonylamino)-5-[1-(2,4-dimethoxybenzyl)-1H-imidazo[4,5-b]pyridin-2-ylamino]pentanoate

Base Information

Chemical Name:tert-butyl (S)-2-(tert-butoxycarbonylamino)-5-[1-(2,4-dimethoxybenzyl)-1H-imidazo[4,5-b]pyridin-2-ylamino]pentanoate
CAS No.:1394857-67-0
Molecular Formula:C₂₉H₄₁N₅O₆
Molecular Weight:555.674
Hs Code.:

Synonyms:tert-butyl (S)-2-(tert-butoxycarbonylamino)-5-[1-(2,4-dimethoxybenzyl)-1H-imidazo[4,5-b]pyridin-2-ylamino]pentanoate

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Chemical Property of tert-butyl (S)-2-(tert-butoxycarbonylamino)-5-[1-(2,4-dimethoxybenzyl)-1H-imidazo[4,5-b]pyridin-2-ylamino]pentanoate

Chemical Property:

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MSDS Files:: SDS file from LookChem

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Technology Process of tert-butyl (S)-2-(tert-butoxycarbonylamino)-5-[1-(2,4-dimethoxybenzyl)-1H-imidazo[4,5-b]pyridin-2-ylamino]pentanoate

There total 9 articles about tert-butyl (S)-2-(tert-butoxycarbonylamino)-5-[1-(2,4-dimethoxybenzyl)-1H-imidazo[4,5-b]pyridin-2-ylamino]pentanoate 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: 10.0%

: N^α-tert-butyloxycarbonyl-L-ornithine tert-butyl ester hydrochloride

: 1394857-66-9
C₁₅H₁₄IN₃O₂

: 1394857-67-0
tert-butyl (S)-2-(tert-butoxycarbonylamino)-5-[1-(2,4-dimethoxybenzyl)-1H-imidazo[4,5-b]pyridin-2-ylamino]pentanoate

Guidance literature:: With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate; In toluene; Inert atmosphere; Reflux;
DOI:10.1021/ol3021226

Reference yield:

: 1365094-40-1
1-(2,4-dimethoxybenzyl)-1H-imidazo[4,5-b]pyridine

: 1394857-67-0
tert-butyl (S)-2-(tert-butoxycarbonylamino)-5-[1-(2,4-dimethoxybenzyl)-1H-imidazo[4,5-b]pyridin-2-ylamino]pentanoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: lithium diisopropyl amide / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

1.2: -78 - 20 °C / Inert atmosphere

2.1: N-ethyl-N,N-diisopropylamine / tert-butyl alcohol / 18 h / 120 °C / Inert atmosphere

With N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide; In tetrahydrofuran; tert-butyl alcohol;
DOI:10.1021/ol3021226

Reference yield:

: 1154721-78-4
2-chloro-N-(2,4-dimethoxybenzyl)pyridin-3-amine

: 1394857-67-0
tert-butyl (S)-2-(tert-butoxycarbonylamino)-5-[1-(2,4-dimethoxybenzyl)-1H-imidazo[4,5-b]pyridin-2-ylamino]pentanoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; 2-di-tertbutylphosphino-3,4,5,6-tetramethyl-2',4',6'-triisopropyl-1,1'-biphenyl; potassium phosphate / tert-butyl alcohol / 5 h / 110 °C / Inert atmosphere

2.1: lithium diisopropyl amide / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

2.2: -78 - 20 °C / Inert atmosphere

3.1: N-ethyl-N,N-diisopropylamine / tert-butyl alcohol / 18 h / 120 °C / Inert atmosphere

With 2-di-tertbutylphosphino-3,4,5,6-tetramethyl-2',4',6'-triisopropyl-1,1'-biphenyl; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; potassium phosphate; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide; In tetrahydrofuran; tert-butyl alcohol;
DOI:10.1021/ol3021226