methyl 3-(1-{5-[3-({[N-(tert-butoxycarbonyl)glycyl](methyl)amino}methyl)phenyl]pyrimidin-2-yl}piperidin-4-yl)propanoate

Base Information

Chemical Name:methyl 3-(1-{5-[3-({[N-(tert-butoxycarbonyl)glycyl](methyl)amino}methyl)phenyl]pyrimidin-2-yl}piperidin-4-yl)propanoate
CAS No.:1279028-66-8
Molecular Formula:C₂₈H₃₉N₅O₅
Molecular Weight:525.648
Hs Code.:

Synonyms:methyl 3-(1-{5-[3-({[N-(tert-butoxycarbonyl)glycyl](methyl)amino}methyl)phenyl]pyrimidin-2-yl}piperidin-4-yl)propanoate

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Chemical Property of methyl 3-(1-{5-[3-({[N-(tert-butoxycarbonyl)glycyl](methyl)amino}methyl)phenyl]pyrimidin-2-yl}piperidin-4-yl)propanoate

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Technology Process of methyl 3-(1-{5-[3-({[N-(tert-butoxycarbonyl)glycyl](methyl)amino}methyl)phenyl]pyrimidin-2-yl}piperidin-4-yl)propanoate

There total 4 articles about methyl 3-(1-{5-[3-({[N-(tert-butoxycarbonyl)glycyl](methyl)amino}methyl)phenyl]pyrimidin-2-yl}piperidin-4-yl)propanoate 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: 80.0%

: 1279027-08-5
tert-butyl (2-{[3-(2-chloropyrimidin-5-yl)benzyl](methyl)amino}-2-oxoethyl)carbamate

: 167414-87-1
methyl 3-(piperidin-4-yl)propanoate hydrochloride

: 1279028-66-8
methyl 3-(1-{5-[3-({[N-(tert-butoxycarbonyl)glycyl](methyl)amino}methyl)phenyl]pyrimidin-2-yl}piperidin-4-yl)propanoate

Guidance literature:: With potassium carbonate; In N,N-dimethyl-formamide; at 60 ℃;
DOI:10.1016/j.bmc.2017.05.059

Reference yield:

: 1279027-31-4
tert-butyl (2-{methyl[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl]amino}-2-oxoethyl)carbamate

: 1279028-66-8
methyl 3-(1-{5-[3-({[N-(tert-butoxycarbonyl)glycyl](methyl)amino}methyl)phenyl]pyrimidin-2-yl}piperidin-4-yl)propanoate

Guidance literature:: Multi-step reaction with 2 steps

1: sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,2-dimethoxyethane; water / 24 h / Inert atmosphere; Heating

2: potassium carbonate / N,N-dimethyl-formamide / 60 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; potassium carbonate; In 1,2-dimethoxyethane; water; N,N-dimethyl-formamide; 1: |Suzuki-Miyaura Coupling;
DOI:10.1016/j.bmc.2017.05.059

Reference yield:

: 1279027-03-0
tert-butyl {2-[(3-bromobenzyl)(methyl)amino]-2-oxoethyl}carbamate

: 1279028-66-8
methyl 3-(1-{5-[3-({[N-(tert-butoxycarbonyl)glycyl](methyl)amino}methyl)phenyl]pyrimidin-2-yl}piperidin-4-yl)propanoate

Guidance literature:: Multi-step reaction with 3 steps

1: potassium acetate; bis-triphenylphosphine-palladium(II) chloride / 1,4-dioxane / 18 h / 80 °C / Inert atmosphere

2: sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,2-dimethoxyethane; water / 24 h / Inert atmosphere; Heating

3: potassium carbonate / N,N-dimethyl-formamide / 60 °C

With bis-triphenylphosphine-palladium(II) chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium acetate; sodium carbonate; potassium carbonate; In 1,4-dioxane; 1,2-dimethoxyethane; water; N,N-dimethyl-formamide; 1: |Miyaura Borylation Reaction / 2: |Suzuki-Miyaura Coupling;
DOI:10.1016/j.bmc.2017.05.059