tert-butyl 4-{3-[(3R)-3-{[(1S)-1-{5-[(3-cyano-4-fluorobenzyl)oxy]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-{[(1S)-1-{5-[(3-cyano-4-fluorobenzyl)oxy]pyridin-3-yl}-3-methoxy-3-oxopropyl]carbamoyl}piperidin-1-yl]-3-oxopropyl}piperidine-1-carboxylate
• CAS No.: 1423135-12-9
• Molecular Formula: C₃₆H₄₆FN₅O₇
• Molecular Weight: 679.789
• Mol file: 1423135-12-9.mol

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

There total 8 articles about tert-butyl 4-{3-[(3R)-3-{[(1S)-1-{5-[(3-cyano-4-fluorobenzyl)oxy]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: 100.0%

tert-butyl 4-{3-[(3R)-3-({(1S)-1-[5-(hydroxy)pyridin-3-yl]-3-methoxy-3-oxopropyl}carbamoyl)piperidin-1-yl]-3-oxopropyl}piperidine-1-carboxylate (1423134-84-2) + 2-fluoro-5-(hydroxymethyl)benzonitrile (227609-85-0) → tert-butyl 4-{3-[(3R)-3-{[(1S)-1-{5-[(3-cyano-4-fluorobenzyl)oxy]pyridin-3-yl}-3-methoxy-3-oxopropyl]carbamoyl}piperidin-1-yl]-3-oxopropyl}piperidine-1-carboxylate (1423135-12-9)

Guidance literature:

tert-butyl 4-{3-[(3R)-3-({(1S)-1-[5-(hydroxy)pyridin-3-yl]-3-methoxy-3-oxopropyl}carbamoyl)piperidin-1-yl]-3-oxopropyl}piperidine-1-carboxylate; In dichloromethane; for 0.5h;

2-fluoro-5-(hydroxymethyl)benzonitrile; With di-isopropyl azodicarboxylate; In tetrahydrofuran; dichloromethane; at 0 - 20 ℃; for 19h;

Reference yield:

(3R)-1-{3-[1-(tert-butoxycarbonyl)-4-piperidinyl]propanoyl}-3-piperidinecarboxylic acid (169498-28-6) → tert-butyl 4-{3-[(3R)-3-{[(1S)-1-{5-[(3-cyano-4-fluorobenzyl)oxy]pyridin-3-yl}-3-methoxy-3-oxopropyl]carbamoyl}piperidin-1-yl]-3-oxopropyl}piperidine-1-carboxylate (1423135-12-9)

Guidance literature:

Multi-step reaction with 4 steps

1.1: dicyclohexyl-carbodiimide / 1,2-dimethoxyethane / 4 h / 20 °C

2.1: triethylamine / dichloromethane; N,N-dimethyl-formamide / 22 h / 0 - 60 °C

3.1: palladium 10% on activated carbon; hydrogen / methanol; ethyl acetate / 16 h

4.1: polymer bound triphenylphosphine / dichloromethane / 0.5 h

4.2: 19 h / 0 - 20 °C

With palladium 10% on activated carbon; hydrogen; triethylamine; dicyclohexyl-carbodiimide; In methanol; 1,2-dimethoxyethane; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;

Reference yield:

tert-butyl {[5-(benzyloxy)pyridin-3-yl](phenylsulfonyl)methyl}carbamate (1423134-79-5) → tert-butyl 4-{3-[(3R)-3-{[(1S)-1-{5-[(3-cyano-4-fluorobenzyl)oxy]pyridin-3-yl}-3-methoxy-3-oxopropyl]carbamoyl}piperidin-1-yl]-3-oxopropyl}piperidine-1-carboxylate (1423135-12-9)

Guidance literature:

Multi-step reaction with 5 steps

1.1: caesium carbonate; 1-{3,5-bis(trifluoromethyl)phenyl}-3-{(1R,2R)-2-(dimethylamino)cyclohexyl}thiourea / water; toluene / 120 h / 0 - 5 °C

2.1: hydrogenchloride / 1,4-dioxane / 20 h

3.1: triethylamine / dichloromethane; N,N-dimethyl-formamide / 22 h / 0 - 60 °C

4.1: palladium 10% on activated carbon; hydrogen / methanol; ethyl acetate / 16 h

5.1: polymer bound triphenylphosphine / dichloromethane / 0.5 h

5.2: 19 h / 0 - 20 °C

With hydrogenchloride; palladium 10% on activated carbon; hydrogen; caesium carbonate; triethylamine; 1-{3,5-bis(trifluoromethyl)phenyl}-3-{(1R,2R)-2-(dimethylamino)cyclohexyl}thiourea; In 1,4-dioxane; methanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; toluene;

upstream raw materials:

(3R)-1-{3-[1-(tert-butoxycarbonyl)-4-piperidinyl]propanoyl}-3-piperidinecarboxylic acid

tert-butyl {[5-(benzyloxy)pyridin-3-yl](phenylsulfonyl)methyl}carbamate

5-(benzyloxy)pyridine-3-carbaldehyde

tert-butyl 4-{3-[(3R)-3-{[(2,5-dioxopyrrolidin-1-yl)oxy]carbonyl}piperidin-1-yl]-3-oxo-propyl}piperidine-1-carboxylate