(R)-1-(2-((S)-pent-1-en-3-yl)phenyl)allyl propylcarbamate

Base Information

Chemical Name:(R)-1-(2-((S)-pent-1-en-3-yl)phenyl)allyl propylcarbamate
CAS No.:1587704-93-5
Molecular Formula:C₁₈H₂₅NO₂
Molecular Weight:287.402
Hs Code.:

Synonyms:

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Chemical Property of (R)-1-(2-((S)-pent-1-en-3-yl)phenyl)allyl propylcarbamate

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Technology Process of (R)-1-(2-((S)-pent-1-en-3-yl)phenyl)allyl propylcarbamate

There total 5 articles about (R)-1-(2-((S)-pent-1-en-3-yl)phenyl)allyl propylcarbamate 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:

: 1587704-85-5
(R,E)-1-(2-(3-chloroprop-1-enyl)phenyl)allyl propylcarbamate

: 925-90-6
ethylmagnesium bromide

: 1587704-93-5
(R)-1-(2-((S)-pent-1-en-3-yl)phenyl)allyl propylcarbamate

: 1-(2-(pent-1-en-3-yl)phenyl)allyl propylcarbamate

: C₁₇H₂₃NO₂

Guidance literature:: (R,E)-1-(2-(3-chloroprop-1-enyl)phenyl)allyl propylcarbamate; With copper(I) thiophene-2-carboxylate; O,O'-(R)-(1,1'-dinaphthyl-2,2'-diyl)-N,N'-di-(R,R)-[phenylethylphosphoramidite]; In dichloromethane; at 20 ℃; for 0.0833333h; Inert atmosphere; Schlenk technique;

ethylmagnesium bromide; In diethyl ether; dichloromethane; at -78 ℃; for 4h; Overall yield = 51 %; enantioselective reaction; Inert atmosphere; Schlenk technique;
DOI:10.1039/c4cc00413b

Reference yield:

: (2E,2'E)-3,3'-(1,2-phenylene)diprop-2-en-1-ol

: 1587704-93-5
(R)-1-(2-((S)-pent-1-en-3-yl)phenyl)allyl propylcarbamate

: 1-(2-(pent-1-en-3-yl)phenyl)allyl propylcarbamate

: C₁₇H₂₃NO₂

Guidance literature:: Multi-step reaction with 3 steps

1.1: 1,2,3-Benzotriazole; thionyl chloride / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere; Schlenk technique

2.1: bis(1,5-cyclooctadiene)diiridium(I) dichloride; O,O'-(S)-(1,1'-dinaphthyl-2,2'-diyl)-N,N'-di-(S, S)-[phenylethylphosphoramidite]; 1,4-diaza-bicyclo[2.2.2]octane / toluene / 15 °C / 760.05 Torr / Inert atmosphere; Schlenk technique

3.1: O,O'-(R)-(1,1'-dinaphthyl-2,2'-diyl)-N,N'-di-(R,R)-[phenylethylphosphoramidite]; copper(I) thiophene-2-carboxylate / dichloromethane / 0.08 h / 20 °C / Inert atmosphere; Schlenk technique

3.2: 4 h / -78 °C / Inert atmosphere; Schlenk technique

With 1,4-diaza-bicyclo[2.2.2]octane; 1,2,3-Benzotriazole; bis(1,5-cyclooctadiene)diiridium(I) dichloride; thionyl chloride; copper(I) thiophene-2-carboxylate; O,O'-(S)-(1,1'-dinaphthyl-2,2'-diyl)-N,N'-di-(S, S)-[phenylethylphosphoramidite]; O,O'-(R)-(1,1'-dinaphthyl-2,2'-diyl)-N,N'-di-(R,R)-[phenylethylphosphoramidite]; In dichloromethane; toluene;
DOI:10.1039/c4cc00413b

Reference yield:

: 28839-73-8
(E)-3-[2-{(E)-2-ethoxycarbonylvinyl}phenyl]acrylic acid ethyl ester

: 1587704-93-5
(R)-1-(2-((S)-pent-1-en-3-yl)phenyl)allyl propylcarbamate

: 1-(2-(pent-1-en-3-yl)phenyl)allyl propylcarbamate

: C₁₇H₂₃NO₂

Guidance literature:: Multi-step reaction with 4 steps

1.1: diisobutylaluminium hydride / dichloromethane / 0 °C / Inert atmosphere; Schlenk technique

2.1: 1,2,3-Benzotriazole; thionyl chloride / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere; Schlenk technique

3.1: bis(1,5-cyclooctadiene)diiridium(I) dichloride; O,O'-(S)-(1,1'-dinaphthyl-2,2'-diyl)-N,N'-di-(S, S)-[phenylethylphosphoramidite]; 1,4-diaza-bicyclo[2.2.2]octane / toluene / 15 °C / 760.05 Torr / Inert atmosphere; Schlenk technique

4.1: O,O'-(R)-(1,1'-dinaphthyl-2,2'-diyl)-N,N'-di-(R,R)-[phenylethylphosphoramidite]; copper(I) thiophene-2-carboxylate / dichloromethane / 0.08 h / 20 °C / Inert atmosphere; Schlenk technique

4.2: 4 h / -78 °C / Inert atmosphere; Schlenk technique

With 1,4-diaza-bicyclo[2.2.2]octane; 1,2,3-Benzotriazole; bis(1,5-cyclooctadiene)diiridium(I) dichloride; thionyl chloride; copper(I) thiophene-2-carboxylate; O,O'-(S)-(1,1'-dinaphthyl-2,2'-diyl)-N,N'-di-(S, S)-[phenylethylphosphoramidite]; O,O'-(R)-(1,1'-dinaphthyl-2,2'-diyl)-N,N'-di-(R,R)-[phenylethylphosphoramidite]; diisobutylaluminium hydride; In dichloromethane; toluene;
DOI:10.1039/c4cc00413b