methyl [(S)-1-{[(2S,3S,5S)-5-{[(tert-butoxy)carbonyl]amino}-3-hydroxy-6-phenyl-1-[4-(quinolin-3-yl)phenyl]hexan-2-yl]amino}-3,3-dimethyl-1-oxobutan]-2-ylcarbamate

Base Information

Chemical Name:methyl [(S)-1-{[(2S,3S,5S)-5-{[(tert-butoxy)carbonyl]amino}-3-hydroxy-6-phenyl-1-[4-(quinolin-3-yl)phenyl]hexan-2-yl]amino}-3,3-dimethyl-1-oxobutan]-2-ylcarbamate
CAS No.:1335054-61-9
Molecular Formula:C₄₀H₅₀N₄O₆
Molecular Weight:682.86
Hs Code.:

methyl [(S)-1-{[(2S,3S,5S)-5-{[(tert-butoxy)carbonyl]amino}-3-hydroxy-6-phenyl-1-[4-(quinolin-3-yl)phenyl]hexan-2-yl]amino}-3,3-dimethyl-1-oxobutan]-2-ylcarbamate

Synonyms:methyl [(S)-1-{[(2S,3S,5S)-5-{[(tert-butoxy)carbonyl]amino}-3-hydroxy-6-phenyl-1-[4-(quinolin-3-yl)phenyl]hexan-2-yl]amino}-3,3-dimethyl-1-oxobutan]-2-ylcarbamate

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Chemical Property of methyl [(S)-1-{[(2S,3S,5S)-5-{[(tert-butoxy)carbonyl]amino}-3-hydroxy-6-phenyl-1-[4-(quinolin-3-yl)phenyl]hexan-2-yl]amino}-3,3-dimethyl-1-oxobutan]-2-ylcarbamate

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Technology Process of methyl [(S)-1-{[(2S,3S,5S)-5-{[(tert-butoxy)carbonyl]amino}-3-hydroxy-6-phenyl-1-[4-(quinolin-3-yl)phenyl]hexan-2-yl]amino}-3,3-dimethyl-1-oxobutan]-2-ylcarbamate

There total 8 articles about methyl [(S)-1-{[(2S,3S,5S)-5-{[(tert-butoxy)carbonyl]amino}-3-hydroxy-6-phenyl-1-[4-(quinolin-3-yl)phenyl]hexan-2-yl]amino}-3,3-dimethyl-1-oxobutan]-2-ylcarbamate 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: 56.0%

: 1335054-15-3
[4-[(2S,3S,5S)-5-(tert-butoxycarbonylamino)-3-hydroxy-2-[(2S)-2-(methoxycarbonylamino)-3,3-dimethylbutanamido]-6-phenylhexyl]phenyl] trifluoromethanesulfonate

: 191162-39-7
quinolin-3-ylboronic acid

: 1335054-61-9
methyl [(S)-1-{[(2S,3S,5S)-5-{[(tert-butoxy)carbonyl]amino}-3-hydroxy-6-phenyl-1-[4-(quinolin-3-yl)phenyl]hexan-2-yl]amino}-3,3-dimethyl-1-oxobutan]-2-ylcarbamate

Guidance literature:: With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate; In N,N-dimethyl-formamide; at 80 ℃; for 2h; Inert atmosphere;
DOI:10.1021/jm201109t

Reference yield:

: 854754-83-9
(4S)-5-[4-(benzyloxy)phenyl]-4-(dibenzylamino)-3-oxopentanenitrile

: 1335054-61-9
methyl [(S)-1-{[(2S,3S,5S)-5-{[(tert-butoxy)carbonyl]amino}-3-hydroxy-6-phenyl-1-[4-(quinolin-3-yl)phenyl]hexan-2-yl]amino}-3,3-dimethyl-1-oxobutan]-2-ylcarbamate

Guidance literature:: Multi-step reaction with 7 steps

1.1: tetrahydrofuran; diethyl ether / 16 h / 0 - 20 °C / Inert atmosphere

2.1: sodium tetrahydroborate; methanesulfonic acid / tetrahydrofuran; water / 18 h / -10 °C / Inert atmosphere

2.2: 5 h / 0 - 20 °C / Inert atmosphere

3.1: potassium carbonate / tert-butyl methyl ether / 2 h / 20 °C / Inert atmosphere

4.1: palladium 10% on activated carbon; ammonium formate / tetrahydrofuran / 4 h / Reflux; Inert atmosphere

5.1: N-ethyl-N,N-diisopropylamine; 3-[(diethoxyphosphinyl)oxy]-1,2,3-benzotriazin-4(3H)-one / tetrahydrofuran / 16 h / 20 °C / Inert atmosphere

6.1: dmap / dichloromethane / 2 h / 40 °C / Inert atmosphere

7.1: bis-triphenylphosphine-palladium(II) chloride; sodium carbonate / N,N-dimethyl-formamide / 2 h / 80 °C / Inert atmosphere

With dmap; bis-triphenylphosphine-palladium(II) chloride; sodium tetrahydroborate; methanesulfonic acid; palladium 10% on activated carbon; ammonium formate; sodium carbonate; potassium carbonate; N-ethyl-N,N-diisopropylamine; 3-[(diethoxyphosphinyl)oxy]-1,2,3-benzotriazin-4(3H)-one; In tetrahydrofuran; diethyl ether; dichloromethane; tert-butyl methyl ether; water; N,N-dimethyl-formamide; 7.1: Suzuki coupling;
DOI:10.1021/jm201109t

Reference yield:

: 854754-85-1
C₃₉H₄₂N₂O₂

: 1335054-61-9
methyl [(S)-1-{[(2S,3S,5S)-5-{[(tert-butoxy)carbonyl]amino}-3-hydroxy-6-phenyl-1-[4-(quinolin-3-yl)phenyl]hexan-2-yl]amino}-3,3-dimethyl-1-oxobutan]-2-ylcarbamate

Guidance literature:: Multi-step reaction with 5 steps

1: potassium carbonate / tert-butyl methyl ether / 2 h / 20 °C / Inert atmosphere

2: palladium 10% on activated carbon; ammonium formate / tetrahydrofuran / 4 h / Reflux; Inert atmosphere

3: N-ethyl-N,N-diisopropylamine; 3-[(diethoxyphosphinyl)oxy]-1,2,3-benzotriazin-4(3H)-one / tetrahydrofuran / 16 h / 20 °C / Inert atmosphere

4: dmap / dichloromethane / 2 h / 40 °C / Inert atmosphere

5: bis-triphenylphosphine-palladium(II) chloride; sodium carbonate / N,N-dimethyl-formamide / 2 h / 80 °C / Inert atmosphere

With dmap; bis-triphenylphosphine-palladium(II) chloride; palladium 10% on activated carbon; ammonium formate; sodium carbonate; potassium carbonate; N-ethyl-N,N-diisopropylamine; 3-[(diethoxyphosphinyl)oxy]-1,2,3-benzotriazin-4(3H)-one; In tetrahydrofuran; dichloromethane; tert-butyl methyl ether; N,N-dimethyl-formamide; 5: Suzuki coupling;
DOI:10.1021/jm201109t