tert-butyl (1s,4s)-4-(5-fluoro-2-(4'-formylbiphenyl-3-yloxy)nicotinamido)cyclohexylcarbamate

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Chemical Name:tert-butyl (1s,4s)-4-(5-fluoro-2-(4'-formylbiphenyl-3-yloxy)nicotinamido)cyclohexylcarbamate
CAS No.:1197291-27-2
Molecular Formula:C₃₀H₃₂FN₃O₅
Molecular Weight:533.6
Hs Code.:

Synonyms:tert-butyl (1s,4s)-4-(5-fluoro-2-(4'-formylbiphenyl-3-yloxy)nicotinamido)cyclohexylcarbamate

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Chemical Property of tert-butyl (1s,4s)-4-(5-fluoro-2-(4'-formylbiphenyl-3-yloxy)nicotinamido)cyclohexylcarbamate

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Technology Process of tert-butyl (1s,4s)-4-(5-fluoro-2-(4'-formylbiphenyl-3-yloxy)nicotinamido)cyclohexylcarbamate

There total 4 articles about tert-butyl (1s,4s)-4-(5-fluoro-2-(4'-formylbiphenyl-3-yloxy)nicotinamido)cyclohexylcarbamate 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: 95.0%

: 1196806-69-5
tert-butyl N-[(1s,4s)-4-[5-fluoro-2-(3-iodophenoxy)nicotinamido]cyclohexyl]carbamate

: 87199-17-5
4-formylphenylboronic acid,

: 1197291-27-2
tert-butyl (1s,4s)-4-(5-fluoro-2-(4'-formylbiphenyl-3-yloxy)nicotinamido)cyclohexylcarbamate

Guidance literature:: With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; potassium carbonate; In water; acetonitrile; at 70 ℃; for 1h; Inert atmosphere;
DOI:10.1021/jm5001216

Reference yield:

: 38186-88-8
2-chloro-5-fluoronicotinic acid

: 1197291-27-2
tert-butyl (1s,4s)-4-(5-fluoro-2-(4'-formylbiphenyl-3-yloxy)nicotinamido)cyclohexylcarbamate

Guidance literature:: Multi-step reaction with 3 steps

1: triethylamine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / acetonitrile; tetrahydrofuran / 0 - 25 °C / Inert atmosphere

2: caesium carbonate / N,N-dimethyl-formamide / 48 h / 60 °C / Inert atmosphere

3: dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; potassium carbonate / acetonitrile; water / 1 h / 70 °C / Inert atmosphere

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; potassium carbonate; caesium carbonate; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine; In tetrahydrofuran; water; N,N-dimethyl-formamide; acetonitrile; 3: |Suzuki Coupling;
DOI:10.1021/jm5001216

Reference yield:

: 247570-24-7
tert-butyl N-[(1s,4s)-4-aminocyclohexyl]carbamate

: 1197291-27-2
tert-butyl (1s,4s)-4-(5-fluoro-2-(4'-formylbiphenyl-3-yloxy)nicotinamido)cyclohexylcarbamate

Guidance literature:: Multi-step reaction with 3 steps

1: triethylamine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / acetonitrile; tetrahydrofuran / 0 - 25 °C / Inert atmosphere

2: caesium carbonate / N,N-dimethyl-formamide / 48 h / 60 °C / Inert atmosphere

3: dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; potassium carbonate / acetonitrile; water / 1 h / 70 °C / Inert atmosphere

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; potassium carbonate; caesium carbonate; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine; In tetrahydrofuran; water; N,N-dimethyl-formamide; acetonitrile; 3: |Suzuki Coupling;
DOI:10.1021/jm5001216