cis-3-{[tert-butyl(diphenyl)silyl]oxy}-6-[(4-methylphenyl)sulfonyl]-6-azabicyclo[3.1.0]hexane

Base Information

Chemical Name:cis-3-{[tert-butyl(diphenyl)silyl]oxy}-6-[(4-methylphenyl)sulfonyl]-6-azabicyclo[3.1.0]hexane
CAS No.:439590-82-6
Molecular Formula:C₂₈H₃₃NO₃SSi
Molecular Weight:491.726
Hs Code.:

Synonyms:cis-3-{[tert-butyl(diphenyl)silyl]oxy}-6-[(4-methylphenyl)sulfonyl]-6-azabicyclo[3.1.0]hexane

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Chemical Property of cis-3-{[tert-butyl(diphenyl)silyl]oxy}-6-[(4-methylphenyl)sulfonyl]-6-azabicyclo[3.1.0]hexane

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Technology Process of cis-3-{[tert-butyl(diphenyl)silyl]oxy}-6-[(4-methylphenyl)sulfonyl]-6-azabicyclo[3.1.0]hexane

There total 2 articles about cis-3-{[tert-butyl(diphenyl)silyl]oxy}-6-[(4-methylphenyl)sulfonyl]-6-azabicyclo[3.1.0]hexane 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: 59.0%

: 127-65-1
chloroamine-T

: 182801-94-1
tert-butyl(diphenyl)silyl 3-cyclopenten-1-yl ether

: trans-3-{[tert-butyl(diphenyl)silyl]oxy}-6-[(4-methylphenyl)sulfonyl]-6-azabicyclo[3.1.0]hexane

: 439590-82-6
cis-3-{[tert-butyl(diphenyl)silyl]oxy}-6-[(4-methylphenyl)sulfonyl]-6-azabicyclo[3.1.0]hexane

Guidance literature:: With phenyltrimethylammonium tribromide; In acetonitrile; at 20 ℃; for 16h;
DOI:10.1021/ol0259387

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 439590-82-6
cis-3-{[tert-butyl(diphenyl)silyl]oxy}-6-[(4-methylphenyl)sulfonyl]-6-azabicyclo[3.1.0]hexane

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / imidazole / CH₂Cl₂ / 16 h / 20 °C

2: 50 percent / PhMe₃N⁽¹⁺⁾*Br₃^(1-) / acetonitrile; H₂O / 16 h / 20 °C

With 1H-imidazole; phenyltrimethylammonium tribromide; In dichloromethane; water; acetonitrile; 2: Sharpless reaction;
DOI:10.1016/j.tet.2003.09.024