(+)-(2R/S,3S,4E)-2-benzylamino-3-[(tert-butyldiphenylsilyl)oxy]dec-4-enenitrile

Base Information

Chemical Name:(+)-(2R/S,3S,4E)-2-benzylamino-3-[(tert-butyldiphenylsilyl)oxy]dec-4-enenitrile
CAS No.:264186-56-3
Molecular Formula:C₃₃H₄₂N₂OSi
Molecular Weight:510.795
Hs Code.:

Synonyms:(+)-(2R/S,3S,4E)-2-benzylamino-3-[(tert-butyldiphenylsilyl)oxy]dec-4-enenitrile

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Chemical Property of (+)-(2R/S,3S,4E)-2-benzylamino-3-[(tert-butyldiphenylsilyl)oxy]dec-4-enenitrile

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Technology Process of (+)-(2R/S,3S,4E)-2-benzylamino-3-[(tert-butyldiphenylsilyl)oxy]dec-4-enenitrile

There total 4 articles about (+)-(2R/S,3S,4E)-2-benzylamino-3-[(tert-butyldiphenylsilyl)oxy]dec-4-enenitrile 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:

: 143-33-9,25596-52-5
sodium cyanide

: 100-46-9
benzylamine

: (E)-(S)-2-(tert-Butyl-diphenyl-silanyloxy)-non-3-enylideneamine

: 264186-56-3
(+)-(2R/S,3S,4E)-2-benzylamino-3-[(tert-butyldiphenylsilyl)oxy]dec-4-enenitrile

Guidance literature:: benzylamine; (E)-(S)-2-(tert-Butyl-diphenyl-silanyloxy)-non-3-enylideneamine; In methanol; diethyl ether; hexane; at 20 ℃; for 1.66667h;

sodium cyanide; With ammonium bromide; In methanol; diethyl ether; hexane; at -45 - 20 ℃;
DOI:10.1016/S0040-4020(99)01024-8

Reference yield:

: 2548-87-0
(E)-2-Octenal

: 264186-56-3
(+)-(2R/S,3S,4E)-2-benzylamino-3-[(tert-butyldiphenylsilyl)oxy]dec-4-enenitrile

Guidance literature:: Multi-step reaction with 4 steps

1.1: 100 percent / (S)-hydroxynitrile lyase from Hevea brasiliensis / Enzymatic reaction

2.1: 90 percent / imidazole / dimethylformamide / 20 °C

3.1: DIBALH / diethyl ether; hexane / 3 h / -70 °C

4.1: diethyl ether; hexane; methanol / 1.67 h / 20 °C

4.2: 14.00 g / ammonium bromide / diethyl ether; hexane; methanol / -45 - 20 °C

With 1H-imidazole; (S)-hydroxynitrile lyase from Hevea brasiliensis; diisobutylaluminium hydride; In methanol; diethyl ether; hexane; N,N-dimethyl-formamide; 1.1: Addition / 2.1: silylation / 3.1: Reduction / 4.1: Condensation / 4.2: Addition;
DOI:10.1016/S0040-4020(99)01024-8

Reference yield:

: 186087-75-2
(E)-(S)-2-Hydroxy-non-3-enenitrile

: 264186-56-3
(+)-(2R/S,3S,4E)-2-benzylamino-3-[(tert-butyldiphenylsilyl)oxy]dec-4-enenitrile

Guidance literature:: Multi-step reaction with 3 steps

1.1: 90 percent / imidazole / dimethylformamide / 20 °C

2.1: DIBALH / diethyl ether; hexane / 3 h / -70 °C

3.1: diethyl ether; hexane; methanol / 1.67 h / 20 °C

3.2: 14.00 g / ammonium bromide / diethyl ether; hexane; methanol / -45 - 20 °C

With 1H-imidazole; diisobutylaluminium hydride; In methanol; diethyl ether; hexane; N,N-dimethyl-formamide; 1.1: silylation / 2.1: Reduction / 3.1: Condensation / 3.2: Addition;
DOI:10.1016/S0040-4020(99)01024-8