tert-butyl (3R,4S)-3-{[[3-{[(1R,2R)-2-({[(5R)-5,6-bis(nitrooxy)hexyl]oxy}carbonyl)cyclopropyl]methoxy}-5-(3-methoxypropyl)benzyl](cyclopropyl)amino]carbonyl}-4-{4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]phenyl}piperidine-1-carboxylate

Base Information

Chemical Name:tert-butyl (3R,4S)-3-{[[3-{[(1R,2R)-2-({[(5R)-5,6-bis(nitrooxy)hexyl]oxy}carbonyl)cyclopropyl]methoxy}-5-(3-methoxypropyl)benzyl](cyclopropyl)amino]carbonyl}-4-{4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]phenyl}piperidine-1-carboxylate
CAS No.:1087347-33-8
Molecular Formula:C₅₁H₆₆Cl₂N₄O₁₅
Molecular Weight:1046.01
Hs Code.:

tert-butyl (3R,4S)-3-{[[3-{[(1R,2R)-2-({[(5R)-5,6-bis(nitrooxy)hexyl]oxy}carbonyl)cyclopropyl]methoxy}-5-(3-methoxypropyl)benzyl](cyclopropyl)amino]carbonyl}-4-{4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]phenyl}piperidine-1-carboxylate

Synonyms:tert-butyl (3R,4S)-3-{[[3-{[(1R,2R)-2-({[(5R)-5,6-bis(nitrooxy)hexyl]oxy}carbonyl)cyclopropyl]methoxy}-5-(3-methoxypropyl)benzyl](cyclopropyl)amino]carbonyl}-4-{4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]phenyl}piperidine-1-carboxylate

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Chemical Property of tert-butyl (3R,4S)-3-{[[3-{[(1R,2R)-2-({[(5R)-5,6-bis(nitrooxy)hexyl]oxy}carbonyl)cyclopropyl]methoxy}-5-(3-methoxypropyl)benzyl](cyclopropyl)amino]carbonyl}-4-{4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]phenyl}piperidine-1-carboxylate

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Technology Process of tert-butyl (3R,4S)-3-{[[3-{[(1R,2R)-2-({[(5R)-5,6-bis(nitrooxy)hexyl]oxy}carbonyl)cyclopropyl]methoxy}-5-(3-methoxypropyl)benzyl](cyclopropyl)amino]carbonyl}-4-{4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]phenyl}piperidine-1-carboxylate

There total 28 articles about tert-butyl (3R,4S)-3-{[[3-{[(1R,2R)-2-({[(5R)-5,6-bis(nitrooxy)hexyl]oxy}carbonyl)cyclopropyl]methoxy}-5-(3-methoxypropyl)benzyl](cyclopropyl)amino]carbonyl}-4-{4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]phenyl}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:

: (2R)-6-hydroxyhexane-1,2-diyl dinitrate

: 1087347-30-5
(1R,2R)-2-{[3-{[[((3R,4S)-1-(tert-butoxycarbonyl)-4-{4-[2-(2.6-dichloro-4-methylphenoxy)ethoxy]phenyl}piperidin-3-yl)carbonyl](cyclopropyl)amino]methyl}-5-(3-methoxypropyl)phenoxy]methyl}cyclopropane-1-carboxylic acid

: 1087347-33-8
tert-butyl (3R,4S)-3-{[[3-{[(1R,2R)-2-({[(5R)-5,6-bis(nitrooxy)hexyl]oxy}carbonyl)cyclopropyl]methoxy}-5-(3-methoxypropyl)benzyl](cyclopropyl)amino]carbonyl}-4-{4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]phenyl}piperidine-1-carboxylate

Guidance literature:: With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 18h;

Reference yield:

: 877995-77-2
1-(4-bromophenoxy)-2-(2,6-dichloro-4-methylphenoxy)ethane

: 1087347-33-8
tert-butyl (3R,4S)-3-{[[3-{[(1R,2R)-2-({[(5R)-5,6-bis(nitrooxy)hexyl]oxy}carbonyl)cyclopropyl]methoxy}-5-(3-methoxypropyl)benzyl](cyclopropyl)amino]carbonyl}-4-{4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]phenyl}piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 11 steps

1.1: n-butyllithium / tetrahydrofuran / 0.5 h / -78 - -70 °C

1.2: 1 h / -70 - 20 °C

1.3: 0.25 h

2.1: sodium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / propan-1-ol; water / 5 h / 80 °C

3.1: magnesium / methanol / 4.5 h / 20 °C / Heating / reflux

5.1: sodium hydroxide / ethanol; water / 18 h / Heating / reflux

5.2: 20 °C / pH < 1

6.1: N-ethyl-N,N-diisopropylamine; HATU / dichloromethane / 18 h / 20 °C

7.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C

8.1: tributylphosphine; 1,1'-azodicarbonyl-dipiperidine / toluene / 18 h / 80 °C

9.1: sodium hydroxide; water / ethanol / 0.08 h / 100 °C / Microwave irradiation

10.1: hydrogenchloride / water; ethyl acetate

11.1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 18 h / 20 °C

With hydrogenchloride; dmap; sodium hydroxide; n-butyllithium; tributylphosphine; tetrabutyl ammonium fluoride; water; sodium carbonate; magnesium; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; HATU; 1,1'-azodicarbonyl-dipiperidine; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; methanol; propan-1-ol; ethanol; dichloromethane; water; ethyl acetate; toluene;

Reference yield:

: 1026786-84-4
3-hydroxy-5-[(1E)-3-(methyloxy)-1-propen-1-yl]benzaldehyde

: 1087347-33-8
tert-butyl (3R,4S)-3-{[[3-{[(1R,2R)-2-({[(5R)-5,6-bis(nitrooxy)hexyl]oxy}carbonyl)cyclopropyl]methoxy}-5-(3-methoxypropyl)benzyl](cyclopropyl)amino]carbonyl}-4-{4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]phenyl}piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 10 steps

1: 1H-imidazole / N,N-dimethyl-formamide / 16 h / 20 °C

2: magnesium sulfate / dichloromethane / 12 h / 20 °C

3: sodium tetrahydroborate / methanol / 3 h / 0 - 20 °C

4: hydrogen / palladium 10% on activated carbon / ethyl acetate / 1.5 h

5: N-ethyl-N,N-diisopropylamine; HATU / dichloromethane / 18 h / 20 °C

6: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C

7: tributylphosphine; 1,1'-azodicarbonyl-dipiperidine / toluene / 18 h / 80 °C

8: sodium hydroxide; water / ethanol / 0.08 h / 100 °C / Microwave irradiation

9: hydrogenchloride / water; ethyl acetate

10: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 18 h / 20 °C

With 1H-imidazole; hydrogenchloride; dmap; sodium hydroxide; sodium tetrahydroborate; tributylphosphine; tetrabutyl ammonium fluoride; water; hydrogen; magnesium sulfate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; HATU; 1,1'-azodicarbonyl-dipiperidine; palladium 10% on activated carbon; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; toluene;