(E,E)-N-phenylmethyl-N-(3,7,11-trimethyl-2,6,10-dodecatrienyl)-O-(2-trimethylsilyl)ethyl carbamic acid

Base Information

Chemical Name:(E,E)-N-phenylmethyl-N-(3,7,11-trimethyl-2,6,10-dodecatrienyl)-O-(2-trimethylsilyl)ethyl carbamic acid
CAS No.:157552-43-7
Molecular Formula:C₂₈H₄₅NO₂Si
Molecular Weight:455.756
Hs Code.:

Synonyms:(E,E)-N-phenylmethyl-N-(3,7,11-trimethyl-2,6,10-dodecatrienyl)-O-(2-trimethylsilyl)ethyl carbamic acid

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Chemical Property of (E,E)-N-phenylmethyl-N-(3,7,11-trimethyl-2,6,10-dodecatrienyl)-O-(2-trimethylsilyl)ethyl carbamic acid

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Technology Process of (E,E)-N-phenylmethyl-N-(3,7,11-trimethyl-2,6,10-dodecatrienyl)-O-(2-trimethylsilyl)ethyl carbamic acid

There total 1 articles about (E,E)-N-phenylmethyl-N-(3,7,11-trimethyl-2,6,10-dodecatrienyl)-O-(2-trimethylsilyl)ethyl carbamic acid 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: 78.0%

: 80149-80-0
2-(Trimethylsilyl)ethyl 4-nitrophenyl carbonate

: 148458-78-0
Benzyl-((2E,6E)-3,7,11-trimethyl-dodeca-2,6,10-trienyl)-amine

: 157552-43-7
(E,E)-N-phenylmethyl-N-(3,7,11-trimethyl-2,6,10-dodecatrienyl)-O-(2-trimethylsilyl)ethyl carbamic acid

Guidance literature:: With dmap; In 1,2-dichloro-ethane; for 16h; Ambient temperature;
DOI:10.1016/S0040-4020(01)89661-7

Reference yield:

: 157552-43-7
(E,E)-N-phenylmethyl-N-(3,7,11-trimethyl-2,6,10-dodecatrienyl)-O-(2-trimethylsilyl)ethyl carbamic acid

: 157552-48-2
(E,E)-N-(12,12,12-trifluoro-3,7-dimethyl-11-trifluoromethyl-2,6,10-dodecatrienyl)-N-phenylmethyl-O-(2-trimethylsilyl)ethyl carbamic acid

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) N-bromosuccinimide; 2.) K₂CO₃ / 1.) THF, H₂O, 2 h; 2.) MeOH, 16 h, RT

2: H₅IO₆ / tetrahydrofuran / 0.08 h

3: NaBH₄ / methanol / 0.25 h / 0 °C

4: 82 percent / I₂, PPh₃, imidazole / diethyl ether; acetonitrile / 1 h

5: 98 percent / tetrahydrothiophene 1,1-dioxide / 3.5 h / Heating

6: 61 percent / 1.6 M n-BuLi / hexane; tetrahydrofuran / 0.25 h

With 1H-imidazole; sodium tetrahydroborate; N-Bromosuccinimide; n-butyllithium; iodine; potassium carbonate; periodic acid; triphenylphosphine; In tetrahydrofuran; sulfolane; methanol; diethyl ether; hexane; acetonitrile;
DOI:10.1016/S0040-4020(01)89661-7

Reference yield:

: 157552-43-7
(E,E)-N-phenylmethyl-N-(3,7,11-trimethyl-2,6,10-dodecatrienyl)-O-(2-trimethylsilyl)ethyl carbamic acid

: 157552-46-0
(E,E)-N-(10-iodo-3,7-dimethyl-2,6-decadienyl)-N-phenylmethyl-O-(2-trimethylsilyl)ethyl carbamic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) N-bromosuccinimide; 2.) K₂CO₃ / 1.) THF, H₂O, 2 h; 2.) MeOH, 16 h, RT

2: H₅IO₆ / tetrahydrofuran / 0.08 h

3: NaBH₄ / methanol / 0.25 h / 0 °C

4: 82 percent / I₂, PPh₃, imidazole / diethyl ether; acetonitrile / 1 h

With 1H-imidazole; sodium tetrahydroborate; N-Bromosuccinimide; iodine; potassium carbonate; periodic acid; triphenylphosphine; In tetrahydrofuran; methanol; diethyl ether; acetonitrile;
DOI:10.1016/S0040-4020(01)89661-7