12-(4,4-dimethyl-4,5-dihydro-1,3-oxazol-2-yl)tricyclo[8.2.2.2~4,7~]hexadeca-1(12),4,6,10,13,15-hexaen-5-yl phenyl sulfide

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Chemical Name:12-(4,4-dimethyl-4,5-dihydro-1,3-oxazol-2-yl)tricyclo[8.2.2.2~4,7~]hexadeca-1(12),4,6,10,13,15-hexaen-5-yl phenyl sulfide
CAS No.:308366-33-8
Molecular Formula:C₂₇H₂₇NOS
Molecular Weight:413.583
Hs Code.:

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Chemical Property of 12-(4,4-dimethyl-4,5-dihydro-1,3-oxazol-2-yl)tricyclo[8.2.2.2~4,7~]hexadeca-1(12),4,6,10,13,15-hexaen-5-yl phenyl sulfide

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Technology Process of 12-(4,4-dimethyl-4,5-dihydro-1,3-oxazol-2-yl)tricyclo[8.2.2.2~4,7~]hexadeca-1(12),4,6,10,13,15-hexaen-5-yl phenyl sulfide

There total 12 articles about 12-(4,4-dimethyl-4,5-dihydro-1,3-oxazol-2-yl)tricyclo[8.2.2.2~4,7~]hexadeca-1(12),4,6,10,13,15-hexaen-5-yl phenyl sulfide 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: 58.0%

: 1212-08-4
S-Phenyl benzenethiosulfonate

: 2-(12-bromo-tricyclo[8.2.2.2^4,7]hexadeca-1⁽¹³⁾,4,6,10⁽¹⁴⁾,11,15-hexaen-5-yl)-4,4-dimethyl-4,5-dihydro-oxazole

: 308366-33-8
4,4-dimethyl-2-(12-phenylsulfanyl-tricyclo[8.2.2.2^4,7]hexadeca-1⁽¹³⁾,4,6,10⁽¹⁴⁾,11,15-hexaen-5-yl)-4,5-dihydro-oxazole

Guidance literature:: 2-(12-bromo-tricyclo[8.2.2.2^4,7]hexadeca-1⁽¹³⁾,4,6,10⁽¹⁴⁾,11,15-hexaen-5-yl)-4,4-dimethyl-4,5-dihydro-oxazole; With lithiation reagent;

S-Phenyl benzenethiosulfonate;
DOI:10.1016/S0040-4039(01)01808-1

Reference yield: 52.0%

: 1212-08-4
S-Phenyl benzenethiosulfonate

: 308366-28-1,404589-55-5,770737-11-6
(4Sp,13Rp)-4-bromo-13-(4,4-dimethyl-2-oxazolin-2-yl)[2.2]paracyclophane

: 308366-33-8
4-phenylthio-13-(4,4-dimethyloxazolin-2-yl)[2.2]paracyclophane

Guidance literature:: (4Sp,13Rp)-4-bromo-13-(4,4-dimethyl-2-oxazolin-2-yl)[2.2]paracyclophane; With n-butyllithium; In diethyl ether; hexane; for 1.5h;

S-Phenyl benzenethiosulfonate; In diethyl ether; hexane; at -30 - 20 ℃;
DOI:10.1016/S0040-4020(00)00644-X

Reference yield:

: 1633-22-3
[2.2]Paracyclophan

: 308366-33-8
4-phenylthio-13-(4,4-dimethyloxazolin-2-yl)[2.2]paracyclophane

Guidance literature:: Multi-step reaction with 7 steps

1.1: 93 percent / bromine; iron

2.1: magnesium; iodine / tetrahydrofuran / 4 h / Heating

2.2: 97 percent / tetrahydrofuran / 18 h

3.1: thionyl chloride / 4 h / 60 °C

4.1: 9.955 g / triethylamine / 20 °C

5.1: 95 percent / triethylamine; triphenylphosphine / acetonitrile; CCl₄ / 12 h / 20 °C

6.1: 85 percent / bromine; iron / CH₂Cl₂ / 18 h / Heating

7.1: n-butyllithium / diethyl ether; hexane / 1.5 h

7.2: 52 percent / diethyl ether; hexane / -30 - 20 °C

With n-butyllithium; thionyl chloride; bromine; iodine; iron; magnesium; triethylamine; triphenylphosphine; In tetrahydrofuran; tetrachloromethane; diethyl ether; hexane; dichloromethane; acetonitrile;
DOI:10.1016/S0040-4020(00)00644-X