(+)-4-[(5S,2E)-1-oxo-7-phenyl-5-(tert-butyldimethylsilanyloxy)-2-heptenyl]morpholine

Base Information

Chemical Name:(+)-4-[(5S,2E)-1-oxo-7-phenyl-5-(tert-butyldimethylsilanyloxy)-2-heptenyl]morpholine
CAS No.:877204-12-1
Molecular Formula:C₂₃H₃₇NO₃Si
Molecular Weight:403.637
Hs Code.:

Synonyms:(+)-4-[(5S,2E)-1-oxo-7-phenyl-5-(tert-butyldimethylsilanyloxy)-2-heptenyl]morpholine

Suppliers and Price of (+)-4-[(5S,2E)-1-oxo-7-phenyl-5-(tert-butyldimethylsilanyloxy)-2-heptenyl]morpholine

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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 (+)-4-[(5S,2E)-1-oxo-7-phenyl-5-(tert-butyldimethylsilanyloxy)-2-heptenyl]morpholine

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Technology Process of (+)-4-[(5S,2E)-1-oxo-7-phenyl-5-(tert-butyldimethylsilanyloxy)-2-heptenyl]morpholine

There total 5 articles about (+)-4-[(5S,2E)-1-oxo-7-phenyl-5-(tert-butyldimethylsilanyloxy)-2-heptenyl]morpholine 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: 93.0%

: 877204-00-7
(-)-4-[(5S,2E)-1-oxo-7-phenyl-5-hydroxy-2-heptenyl]morpholine

: 18162-48-6
tert-butyldimethylsilyl chloride

: 877204-12-1
(+)-4-[(5S,2E)-1-oxo-7-phenyl-5-(tert-butyldimethylsilanyloxy)-2-heptenyl]morpholine

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 18h;
DOI:10.1021/ja056747c DOI:10.1021/jo070638u

Reference yield:

: 877203-94-6
(Z)-4-[1-(tert-butyldimethylsinanyloxy)-1,3-butadienyl]morpholine

: 877204-12-1
(+)-4-[(5S,2E)-1-oxo-7-phenyl-5-(tert-butyldimethylsilanyloxy)-2-heptenyl]morpholine

Guidance literature:: Multi-step reaction with 2 steps

1: 80 percent / (i-Pr)2NEt; SiCl₄; tetrabutylammonium triflate / chiral bisphosphoramide / CH₂Cl₂ / 16 h / -72 °C

2: 93 percent / imidazole / dimethylformamide / 18 h / 20 °C

With 1H-imidazole; tetrachlorosilane; tetrabutylammonium trifluoromethylsulfonate; N-ethyl-N,N-diisopropylamine; chiral bisphosphoramide; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo070638u

Reference yield:

: 51944-66-2
(E)-1-(4-morpholinyl)-2-buten-1-one

: 877204-12-1
(+)-4-[(5S,2E)-1-oxo-7-phenyl-5-(tert-butyldimethylsilanyloxy)-2-heptenyl]morpholine

Guidance literature:: Multi-step reaction with 3 steps

1.1: KHMDS / tetrahydrofuran / 0.5 h / -72 °C

1.2: 78 percent / tetrahydrofuran / -72 - 0 °C

2.1: 80 percent / (i-Pr)2NEt; SiCl₄; tetrabutylammonium triflate / chiral bisphosphoramide / CH₂Cl₂ / 16 h / -72 °C

3.1: 93 percent / imidazole / dimethylformamide / 18 h / 20 °C

With 1H-imidazole; tetrachlorosilane; potassium hexamethylsilazane; tetrabutylammonium trifluoromethylsulfonate; N-ethyl-N,N-diisopropylamine; chiral bisphosphoramide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo070638u