(4S,5S)-4-Benzyl-3-(tert-butoxycarbonyl)-2,2-dimethyl-5-(2-methylene-4-phenyl-4(E)-butenyl)-1,3-oxazolidine

Base Information

Chemical Name:(4S,5S)-4-Benzyl-3-(tert-butoxycarbonyl)-2,2-dimethyl-5-(2-methylene-4-phenyl-4(E)-butenyl)-1,3-oxazolidine
CAS No.:161758-24-3
Molecular Formula:C₂₈H₃₅NO₃
Molecular Weight:433.591
Hs Code.:

Synonyms:(4S,5S)-4-Benzyl-3-(tert-butoxycarbonyl)-2,2-dimethyl-5-(2-methylene-4-phenyl-4(E)-butenyl)-1,3-oxazolidine

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Chemical Property of (4S,5S)-4-Benzyl-3-(tert-butoxycarbonyl)-2,2-dimethyl-5-(2-methylene-4-phenyl-4(E)-butenyl)-1,3-oxazolidine

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Technology Process of (4S,5S)-4-Benzyl-3-(tert-butoxycarbonyl)-2,2-dimethyl-5-(2-methylene-4-phenyl-4(E)-butenyl)-1,3-oxazolidine

There total 5 articles about (4S,5S)-4-Benzyl-3-(tert-butoxycarbonyl)-2,2-dimethyl-5-(2-methylene-4-phenyl-4(E)-butenyl)-1,3-oxazolidine 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: 73.0%

: 1080-32-6
O,O-diethyl benzylphosphonate

: 161758-60-7
(4S,5S)-4-Benzyl-3-(tert-butoxycarbonyl)-5-(2-formyl-3-propenyl)-2,2-dimethyl-1,3-oxazolidine

: 161758-24-3
(4S,5S)-4-Benzyl-3-(tert-butoxycarbonyl)-2,2-dimethyl-5-(2-methylene-4-phenyl-4(E)-butenyl)-1,3-oxazolidine

Guidance literature:: With sodium hydroxide; In diethyl ether; 1.) reflux, 20 min, 2.) room temp., 2 h;
DOI:10.1021/jo00093a006

Reference yield:

: 72155-45-4
Boc-L-phenylalaninal

: 161758-24-3
(4S,5S)-4-Benzyl-3-(tert-butoxycarbonyl)-2,2-dimethyl-5-(2-methylene-4-phenyl-4(E)-butenyl)-1,3-oxazolidine

Guidance literature:: Multi-step reaction with 4 steps

1: 72 percent / BF₃*Et₂O / CHCl₃ / 5 h / -60 °C

2: 84 percent / p-TsOH / 46 h / Ambient temperature

3: 82 percent / DMSO, NaHCO₃ / toluene / 20 h / 110 °C

4: 73 percent / NaOH / diethyl ether / 1.) reflux, 20 min, 2.) room temp., 2 h

With sodium hydroxide; boron trifluoride diethyl etherate; sodium hydrogencarbonate; toluene-4-sulfonic acid; dimethyl sulfoxide; In diethyl ether; chloroform; toluene;
DOI:10.1021/jo00093a006

Reference yield:

: 143006-54-6
(4S,5S)-5-((tert-butoxycarbonyl)amino)-2-(chloromethyl)-6-phenyl-1-hexen-4-ol

: 161758-24-3
(4S,5S)-4-Benzyl-3-(tert-butoxycarbonyl)-2,2-dimethyl-5-(2-methylene-4-phenyl-4(E)-butenyl)-1,3-oxazolidine

Guidance literature:: Multi-step reaction with 3 steps

1: 84 percent / p-TsOH / 46 h / Ambient temperature

2: 82 percent / DMSO, NaHCO₃ / toluene / 20 h / 110 °C

3: 73 percent / NaOH / diethyl ether / 1.) reflux, 20 min, 2.) room temp., 2 h

With sodium hydroxide; sodium hydrogencarbonate; toluene-4-sulfonic acid; dimethyl sulfoxide; In diethyl ether; toluene;
DOI:10.1021/jo00093a006