(Z)-5,7-dimethyl-9-phenyl-non-5-enyl diisopropylcarbamate

Base Information

Chemical Name:(Z)-5,7-dimethyl-9-phenyl-non-5-enyl diisopropylcarbamate
CAS No.:1440277-53-1
Molecular Formula:C₂₄H₃₉NO₂
Molecular Weight:373.579
Hs Code.:

Synonyms:(Z)-5,7-dimethyl-9-phenyl-non-5-enyl diisopropylcarbamate

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Chemical Property of (Z)-5,7-dimethyl-9-phenyl-non-5-enyl diisopropylcarbamate

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Technology Process of (Z)-5,7-dimethyl-9-phenyl-non-5-enyl diisopropylcarbamate

There total 10 articles about (Z)-5,7-dimethyl-9-phenyl-non-5-enyl diisopropylcarbamate 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: 100.0%

: 1440277-38-2
(E)-5,7-dimethyl-9-phenyl-6-(4’,4’,5’,5’-tetramethyl-1’,3’,2’-dioxaborolan-2’-yl)non-4-enyl diisopropylcarbamate

: 1440277-53-1
(Z)-5,7-dimethyl-9-phenyl-non-5-enyl diisopropylcarbamate

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 45 ℃; for 24h; diastereoselective reaction;
DOI:10.1002/anie.201207312

Reference yield:

: 1440277-38-2
(E)-5,7-dimethyl-9-phenyl-6-(4’,4’,5’,5’-tetramethyl-1’,3’,2’-dioxaborolan-2’-yl)non-4-enyl diisopropylcarbamate

: 1440277-53-1
(Z)-5,7-dimethyl-9-phenyl-non-5-enyl diisopropylcarbamate

: 1440277-68-8
(E)-5,7-dimethyl-9-phenyl-non-5-enyl diisopropylcarbamate

Guidance literature:: With potassium hydrogen difluoride; toluene-4-sulfonic acid; In methanol; water; at -78 ℃; for 8h; Overall yield = 93 %; Overall yield = 63 mg; diastereoselective reaction; Inert atmosphere; Schlenk technique;
DOI:10.1002/anie.201207312

Reference yield:

: 959685-38-2
N,N-diisopropyl-carbamic acid pent-4-enyl ester

: 1440277-53-1
(Z)-5,7-dimethyl-9-phenyl-non-5-enyl diisopropylcarbamate

Guidance literature:: Multi-step reaction with 5 steps

1.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 45 °C / Inert atmosphere; Schlenk technique

2.1: sodium tetrahydroborate; cerium(III) chloride heptahydrate / methanol / 0.67 h / 0 °C / Inert atmosphere; Schlenk technique

3.1: triethylamine / dichloromethane / 72 h / 50 °C

4.1: sec.-butyllithium; N,N,N,N,-tetramethylethylenediamine / diethyl ether; cyclohexane; hexane / -78 °C

4.2: -78 - 20 °C

5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 24 h / 45 °C

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; sodium tetrahydroborate; N,N,N,N,-tetramethylethylenediamine; cerium(III) chloride heptahydrate; tetrabutyl ammonium fluoride; sec.-butyllithium; triethylamine; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; cyclohexane;
DOI:10.1002/anie.201207312