tert-butyl 4-{3-[(3R)-3-({1-[5-(3-hydroxyphenyl)pyridin-3-yl]-3-methoxy-3-oxopropyl} carbamoyl)piperidin-1-yl]-3-oxopropyl}piperidine-1-carboxylate

Base Information

• Chemical Name: tert-butyl 4-{3-[(3R)-3-({1-[5-(3-hydroxyphenyl)pyridin-3-yl]-3-methoxy-3-oxopropyl} carbamoyl)piperidin-1-yl]-3-oxopropyl}piperidine-1-carboxylate
• CAS No.: 1423134-86-4
• Molecular Formula: C₃₄H₄₆N₄O₇
• Molecular Weight: 622.762
• Mol file: 1423134-86-4.mol

Synonyms:tert-butyl 4-{3-[(3R)-3-({1-[5-(3-hydroxyphenyl)pyridin-3-yl]-3-methoxy-3-oxopropyl} carbamoyl)piperidin-1-yl]-3-oxopropyl}piperidine-1-carboxylate

Chemical Property of tert-butyl 4-{3-[(3R)-3-({1-[5-(3-hydroxyphenyl)pyridin-3-yl]-3-methoxy-3-oxopropyl} carbamoyl)piperidin-1-yl]-3-oxopropyl}piperidine-1-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl 4-{3-[(3R)-3-({1-[5-(3-hydroxyphenyl)pyridin-3-yl]-3-methoxy-3-oxopropyl} carbamoyl)piperidin-1-yl]-3-oxopropyl}piperidine-1-carboxylate

There total 4 articles about tert-butyl 4-{3-[(3R)-3-({1-[5-(3-hydroxyphenyl)pyridin-3-yl]-3-methoxy-3-oxopropyl} carbamoyl)piperidin-1-yl]-3-oxopropyl}piperidine-1-carboxylate 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: 58.0%

tert-butyl 4-{3-[(3R)-3-{[1-(5-bromopyridin-3-yl)-3-methoxy-3-oxopropyl]carbamoyl}piperidin-1-yl]-3-oxopropyl}piperidine-1-carboxylate (1423134-92-2) + 3-hydroxyphenylboronic acid (87199-18-6) → tert-butyl 4-{3-[(3R)-3-({1-[5-(3-hydroxyphenyl)pyridin-3-yl]-3-methoxy-3-oxopropyl} carbamoyl)piperidin-1-yl]-3-oxopropyl}piperidine-1-carboxylate (1423134-86-4)

Guidance literature:

With potassium fluoride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In ethanol; water; toluene; at 100 ℃; for 26h;

Reference yield:

5-bromopyridine-3-carbaldehyde (113118-81-3) → tert-butyl 4-{3-[(3R)-3-({1-[5-(3-hydroxyphenyl)pyridin-3-yl]-3-methoxy-3-oxopropyl} carbamoyl)piperidin-1-yl]-3-oxopropyl}piperidine-1-carboxylate (1423134-86-4)

Guidance literature:

Multi-step reaction with 4 steps

1: ammonium acetate / ethanol / 4 h / Reflux

2: thionyl chloride / 20 h / 0 - 20 °C

3: HATU; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 24 h / 0 - 20 °C

4: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium fluoride / water; toluene; ethanol / 26 h / 100 °C

With potassium fluoride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; thionyl chloride; ammonium acetate; N-ethyl-N,N-diisopropylamine; HATU; In ethanol; water; N,N-dimethyl-formamide; toluene; 4: |Suzuki Coupling;

Reference yield:

3-amino-3-(5-bromopyridin-3-yl)propionic acid (297773-47-8) → tert-butyl 4-{3-[(3R)-3-({1-[5-(3-hydroxyphenyl)pyridin-3-yl]-3-methoxy-3-oxopropyl} carbamoyl)piperidin-1-yl]-3-oxopropyl}piperidine-1-carboxylate (1423134-86-4)

Guidance literature:

Multi-step reaction with 3 steps

1: thionyl chloride / 20 h / 0 - 20 °C

2: HATU; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 24 h / 0 - 20 °C

3: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium fluoride / water; toluene; ethanol / 26 h / 100 °C

With potassium fluoride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; thionyl chloride; N-ethyl-N,N-diisopropylamine; HATU; In ethanol; water; N,N-dimethyl-formamide; toluene; 3: |Suzuki Coupling;

upstream raw materials:

tert-butyl 4-{3-[(3R)-3-{[1-(5-bromopyridin-3-yl)-3-methoxy-3-oxopropyl]carbamoyl}piperidin-1-yl]-3-oxopropyl}piperidine-1-carboxylate

3-hydroxyphenylboronic acid

5-bromopyridine-3-carbaldehyde

3-amino-3-(5-bromopyridin-3-yl)propionic acid

Downstream raw materials:

3-({[(3R)-1-{3-[1-(tert-butoxycarbonyl)piperidin-4-yl]propan oyl}piperidin-3-yl]carbonyl}amino)-3-{5-[3-(2-fluoroethoxy)phenyl]pyridin-3-yl}propanoic acid

tert-butyl 4-{3-[(3R)-3-{[1-{5-[3-(2-fluoroethoxy)phenyl]pyridin-3-yl}-3-methoxy-3-oxopropyl]carbamoyl}piperidin-1-yl]-3-oxopropyl}piperidine-1-carboxylate

tert-butyl 4-{3-[(3R)-3-{[3-methoxy-1-{5-[3-(2-{[(4-methylphenyl)sulfonyl]oxy}ethoxy)phenyl]pyridin-3-yl}-3-oxopropyl]carbamoyl}piperidin-1-yl]-3-oxopropyl}piperidine-1-carboxylate