(3R,4R)-N-(t-butoxycarbonyl)-N-(4-methoxyphenyl)-3-cyclohexyl-4-hydroxy-4-phenyl-(Z)-1-butene-1-amine

Base Information

Chemical Name:(3R,4R)-N-(t-butoxycarbonyl)-N-(4-methoxyphenyl)-3-cyclohexyl-4-hydroxy-4-phenyl-(Z)-1-butene-1-amine
CAS No.:299908-88-6
Molecular Formula:C₂₈H₃₇NO₄
Molecular Weight:451.606
Hs Code.:

Synonyms:(3R,4R)-N-(t-butoxycarbonyl)-N-(4-methoxyphenyl)-3-cyclohexyl-4-hydroxy-4-phenyl-(Z)-1-butene-1-amine

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Chemical Property of (3R,4R)-N-(t-butoxycarbonyl)-N-(4-methoxyphenyl)-3-cyclohexyl-4-hydroxy-4-phenyl-(Z)-1-butene-1-amine

Chemical Property:

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Technology Process of (3R,4R)-N-(t-butoxycarbonyl)-N-(4-methoxyphenyl)-3-cyclohexyl-4-hydroxy-4-phenyl-(Z)-1-butene-1-amine

There total 1 articles about (3R,4R)-N-(t-butoxycarbonyl)-N-(4-methoxyphenyl)-3-cyclohexyl-4-hydroxy-4-phenyl-(Z)-1-butene-1-amine 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:

: 100-52-7
benzaldehyde

: 184483-49-6
N-(t-butoxycarbonyl)-N-(4-methoxyphenyl)-3-cyclohexyl-(E)-2-propene-1-amine

: 299908-90-0
(3S,4S)-N-(t-butoxycarbonyl)-N-(4-methoxyphenyl)-3-cyclohexyl-4-hydroxy-4-phenyl-(Z)-1-butene-1-amine

: 299908-88-6
(3R,4R)-N-(t-butoxycarbonyl)-N-(4-methoxyphenyl)-3-cyclohexyl-4-hydroxy-4-phenyl-(Z)-1-butene-1-amine

Guidance literature:: N-(t-butoxycarbonyl)-N-(4-methoxyphenyl)-3-cyclohexyl-(E)-2-propene-1-amine; With n-butyllithium; (-)-sparteine; In toluene; at -78 ℃;

With triisopropoxytitanium(IV) chloride; In toluene;

benzaldehyde; In toluene; at -78 ℃; Further stages. Title compound not separated from byproducts.;
DOI:10.1021/ol006186o

Reference yield:

: 100-39-0
benzyl bromide

: 299908-88-6
(3R,4R)-N-(t-butoxycarbonyl)-N-(4-methoxyphenyl)-3-cyclohexyl-4-hydroxy-4-phenyl-(Z)-1-butene-1-amine

: ((Z)-(3R,4R)-4-Benzyloxy-3-cyclohexyl-4-phenyl-but-1-enyl)-(4-methoxy-phenyl)-carbamic acid tert-butyl ester

Guidance literature:: (3R,4R)-N-(t-butoxycarbonyl)-N-(4-methoxyphenyl)-3-cyclohexyl-4-hydroxy-4-phenyl-(Z)-1-butene-1-amine; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃;

benzyl bromide; In N,N-dimethyl-formamide; at 20 ℃; Further stages.;
DOI:10.1021/ol006186o

Reference yield:

: 299908-88-6
(3R,4R)-N-(t-butoxycarbonyl)-N-(4-methoxyphenyl)-3-cyclohexyl-4-hydroxy-4-phenyl-(Z)-1-butene-1-amine

: (3S,4R)-3-cyclohexyl-4-benzoxy-4-phenyl-butan-1-al

Guidance literature:: Multi-step reaction with 2 steps

1.1: NaH / dimethylformamide; various solvent(s) / 0 °C

1.2: dimethylformamide; various solvent(s) / 20 °C

2.1: aq. HCl / CHCl₃

With hydrogenchloride; sodium hydride; In chloroform; N,N-dimethyl-formamide; 1.1: Metallation / 1.2: Alkylation / 2.1: Hydrolysis;
DOI:10.1021/ol006186o