(R,E)-1-(tert-butyldimethylsilyl)-6-phenylhex-1-en-3-yl 4-nitrobenzoate

Base Information

Chemical Name:(R,E)-1-(tert-butyldimethylsilyl)-6-phenylhex-1-en-3-yl 4-nitrobenzoate
CAS No.:1266551-48-7
Molecular Formula:C₂₅H₃₃NO₄Si
Molecular Weight:439.627
Hs Code.:

Synonyms:(R,E)-1-(tert-butyldimethylsilyl)-6-phenylhex-1-en-3-yl 4-nitrobenzoate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (R,E)-1-(tert-butyldimethylsilyl)-6-phenylhex-1-en-3-yl 4-nitrobenzoate

Chemical Property:

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Technology Process of (R,E)-1-(tert-butyldimethylsilyl)-6-phenylhex-1-en-3-yl 4-nitrobenzoate

There total 8 articles about (R,E)-1-(tert-butyldimethylsilyl)-6-phenylhex-1-en-3-yl 4-nitrobenzoate 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:

: (R,Z)-1-(tert-butyldimethylsilyl)-6-phenylhex-2-en-1-ol

: 62-23-7
4-nitro-benzoic acid

: (S,Z)-1-(tert-butyldimethylsilyl)-6-phenylhex-2-enyl 4-nitrobenzene

: 1266551-58-9
(S,E)-1-(tert-butyldimethylsilyl)-6-phenylhex-1-en-3-yl 4-nitrobenzoate

: 1266551-48-7
(R,E)-1-(tert-butyldimethylsilyl)-6-phenylhex-1-en-3-yl 4-nitrobenzoate

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 20 ℃; for 12h; optical yield given as %ee; Inert atmosphere;
DOI:10.1016/j.tetlet.2010.11.080

Reference yield:

: 1266551-80-7
(E)-1-(tert-butyl-dimethylsilyl)-6-phenylhex-2-en-1-ol

: 62-23-7
4-nitro-benzoic acid

: 1266551-77-2
tert-butyldimethyl((1E)-6-phenylhexa-1,3-dienyl)silane

: (E)-1-(tert-butyldimethylsilyl)-6-phenylhex-2-enyl 4-nitrobenzoate

: 1266551-44-3
(S,E)-1-(tert-butyldimethylsilyl)-6-phenylhex-2-enyl 4-nitrobenzoate

: 1266551-58-9
(S,E)-1-(tert-butyldimethylsilyl)-6-phenylhex-1-en-3-yl 4-nitrobenzoate

: 1266551-48-7
(R,E)-1-(tert-butyldimethylsilyl)-6-phenylhex-1-en-3-yl 4-nitrobenzoate

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In toluene; benzene; at 0 - 20 ℃; optical yield given as %ee;
DOI:10.1016/j.tetlet.2010.11.080

Reference yield:

: 1266551-69-2
tert-butyldimethyl((6-phenylhex-2-yn-1-yl)oxy)silane

: (S,Z)-1-(tert-butyldimethylsilyl)-6-phenylhex-2-enyl 4-nitrobenzene

: 1266551-58-9
(S,E)-1-(tert-butyldimethylsilyl)-6-phenylhex-1-en-3-yl 4-nitrobenzoate

: 1266551-48-7
(R,E)-1-(tert-butyldimethylsilyl)-6-phenylhex-1-en-3-yl 4-nitrobenzoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: n-butyllithium; lithium chloride / tetrahydrofuran; hexane / -78 - -45 °C / Inert atmosphere

2.1: pyridinium dichromate / dichloromethane / 2 h / 20 °C / Inert atmosphere

3.1: (+)-β-methoxydiisopinocampheylborane / tetrahydrofuran / 1.5 h / Inert atmosphere; Reflux

3.2: 3.5 h / 20 °C / Inert atmosphere

4.1: Lindlar catalyst / ethyl acetate / 1 h / 20 °C

5.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere

With n-butyllithium; pyridinium dichromate; (+)-β-methoxydiisopinocampheylborane; triphenylphosphine; lithium chloride; diethylazodicarboxylate; In tetrahydrofuran; hexane; dichloromethane; ethyl acetate; 5.1: Mitsunobu reaction;
DOI:10.1016/j.tetlet.2010.11.080