((E)-(3R,4S)-4-Benzyloxy-3,4-diphenyl-but-1-enyl)-(4-methoxy-phenyl)-carbamic acid tert-butyl ester

Base Information

Chemical Name:((E)-(3R,4S)-4-Benzyloxy-3,4-diphenyl-but-1-enyl)-(4-methoxy-phenyl)-carbamic acid tert-butyl ester
CAS No.:299908-67-1
Molecular Formula:C₃₅H₃₇NO₄
Molecular Weight:535.683
Hs Code.:

Synonyms:((E)-(3R,4S)-4-Benzyloxy-3,4-diphenyl-but-1-enyl)-(4-methoxy-phenyl)-carbamic acid tert-butyl ester

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Chemical Property of ((E)-(3R,4S)-4-Benzyloxy-3,4-diphenyl-but-1-enyl)-(4-methoxy-phenyl)-carbamic acid tert-butyl ester

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Technology Process of ((E)-(3R,4S)-4-Benzyloxy-3,4-diphenyl-but-1-enyl)-(4-methoxy-phenyl)-carbamic acid tert-butyl ester

There total 3 articles about ((E)-(3R,4S)-4-Benzyloxy-3,4-diphenyl-but-1-enyl)-(4-methoxy-phenyl)-carbamic acid tert-butyl ester 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:

: 100-39-0
benzyl bromide

: 299908-51-3
(3R,4S)-N-(t-butoxycarbonyl)-N-(4-methoxyphenyl)-3,4-diphenyl-4-hydroxy-(E)-1-butene-1-amine

: 299908-67-1
((E)-(3R,4S)-4-Benzyloxy-3,4-diphenyl-but-1-enyl)-(4-methoxy-phenyl)-carbamic acid tert-butyl ester

Guidance literature:: (3R,4S)-N-(t-butoxycarbonyl)-N-(4-methoxyphenyl)-3,4-diphenyl-4-hydroxy-(E)-1-butene-1-amine; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h;

benzyl bromide; In N,N-dimethyl-formamide; at 20 ℃; for 2h; Further stages.;
DOI:10.1021/ol006186o

Reference yield:

: 100-52-7
benzaldehyde

: 299908-67-1
((E)-(3R,4S)-4-Benzyloxy-3,4-diphenyl-but-1-enyl)-(4-methoxy-phenyl)-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-BuLi; (-)-sparteine / toluene / 0.75 h / -78 °C

1.2: Et₂AlCl / toluene / 0.75 h

1.3: toluene / 2 h / -78 °C

2.1: NaH / dimethylformamide; various solvent(s) / 0.5 h / 0 °C

2.2: dimethylformamide; various solvent(s) / 2 h / 20 °C

With n-butyllithium; sodium hydride; (-)-sparteine; In N,N-dimethyl-formamide; toluene; 1.1: Metallation / 1.2: Metallation / 1.3: Addition / 2.1: Metallation / 2.2: Alkylation;
DOI:10.1021/ol006186o

Reference yield:

: N-(tert-butoxycabonyl)-N-(4-methoxyphenyl)-3-phenyl-(E)-2-propen-1-amine

: 299908-67-1
((E)-(3R,4S)-4-Benzyloxy-3,4-diphenyl-but-1-enyl)-(4-methoxy-phenyl)-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-BuLi; (-)-sparteine / toluene / 0.75 h / -78 °C

1.2: Et₂AlCl / toluene / 0.75 h

1.3: toluene / 2 h / -78 °C

2.1: NaH / dimethylformamide; various solvent(s) / 0.5 h / 0 °C

2.2: dimethylformamide; various solvent(s) / 2 h / 20 °C

With n-butyllithium; sodium hydride; (-)-sparteine; In N,N-dimethyl-formamide; toluene; 1.1: Metallation / 1.2: Metallation / 1.3: Addition / 2.1: Metallation / 2.2: Alkylation;
DOI:10.1021/ol006186o