C-{2-[1-(tert-butyl-dimethyl-silanyloxy)-vinylsulfanyl]-7,7-dimethyl-bicyclo[2.2.1]hept-1-yl}-N,N-dicyclohexyl-methanesulfonamide

Base Information

Chemical Name:C-{2-[1-(tert-butyl-dimethyl-silanyloxy)-vinylsulfanyl]-7,7-dimethyl-bicyclo[2.2.1]hept-1-yl}-N,N-dicyclohexyl-methanesulfonamide
CAS No.:324016-38-8
Molecular Formula:C₃₀H₅₅NO₃S₂Si
Molecular Weight:569.989
Hs Code.:

<i>C</i>-{2-[1-(<i>tert</i>-butyl-dimethyl-silanyloxy)-vinylsulfanyl]-7,7-dimethyl-bicyclo[2.2.1]hept-1-yl}-<i>N</i>,<i>N</i>-dicyclohexyl-methanesulfonamide

Synonyms:C-{2-[1-(tert-butyl-dimethyl-silanyloxy)-vinylsulfanyl]-7,7-dimethyl-bicyclo[2.2.1]hept-1-yl}-N,N-dicyclohexyl-methanesulfonamide

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Chemical Property of C-{2-[1-(tert-butyl-dimethyl-silanyloxy)-vinylsulfanyl]-7,7-dimethyl-bicyclo[2.2.1]hept-1-yl}-N,N-dicyclohexyl-methanesulfonamide

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Technology Process of C-{2-[1-(tert-butyl-dimethyl-silanyloxy)-vinylsulfanyl]-7,7-dimethyl-bicyclo[2.2.1]hept-1-yl}-N,N-dicyclohexyl-methanesulfonamide

There total 4 articles about C-{2-[1-(tert-butyl-dimethyl-silanyloxy)-vinylsulfanyl]-7,7-dimethyl-bicyclo[2.2.1]hept-1-yl}-N,N-dicyclohexyl-methanesulfonamide 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:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 324016-36-6
Thioacetic acid S-{(1R,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl} ester

: 324016-38-8
C-{2-[1-(tert-butyl-dimethyl-silanyloxy)-vinylsulfanyl]-7,7-dimethyl-bicyclo[2.2.1]hept-1-yl}-N,N-dicyclohexyl-methanesulfonamide

Guidance literature:: With sodium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 4h;
DOI:10.1016/S0040-4020(00)00894-2

Reference yield:

: 96303-87-6
N,N-dicyclohexylcamphor-10-sulfonamide

: 324016-38-8
C-{2-[1-(tert-butyl-dimethyl-silanyloxy)-vinylsulfanyl]-7,7-dimethyl-bicyclo[2.2.1]hept-1-yl}-N,N-dicyclohexyl-methanesulfonamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: 4-methoxy-phenylthionophosphine sulfide / toluene / 0.5 h / Heating

1.2: 55.6 percent / pyridine / 48 h / Heating

2.1: 83 percent / NaBH₄ / tetrahydrofuran; propan-2-ol / 0 - 20 °C

3.1: 77.3 percent / pyridine; DMAP / CH₂Cl₂ / 0 - 20 °C

4.1: NaHMDS / tetrahydrofuran / 4 h / -78 °C

With pyridine; dmap; sodium tetrahydroborate; 2,4-bis(4-methoxyphenyl)-1,3-dithia-2,4-diphosphetane-2,4-disulfide; sodium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; isopropyl alcohol; toluene; 1.1: Substitution / 1.2: Substitution / 2.1: Reduction / 3.1: Acetylation / 4.1: enolization; silylation;
DOI:10.1016/S0040-4020(00)00894-2

Reference yield:

: 324016-34-4
N,N-dicyclohexyl-C-(7,7-dimethyl-2-thioxo-bicyclo[2.2.1]hept-1-yl)-methanesulfonamide

: 324016-38-8
C-{2-[1-(tert-butyl-dimethyl-silanyloxy)-vinylsulfanyl]-7,7-dimethyl-bicyclo[2.2.1]hept-1-yl}-N,N-dicyclohexyl-methanesulfonamide

Guidance literature:: Multi-step reaction with 3 steps

1: 83 percent / NaBH₄ / tetrahydrofuran; propan-2-ol / 0 - 20 °C

2: 77.3 percent / pyridine; DMAP / CH₂Cl₂ / 0 - 20 °C

3: NaHMDS / tetrahydrofuran / 4 h / -78 °C

With pyridine; dmap; sodium tetrahydroborate; sodium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; isopropyl alcohol; 1: Reduction / 2: Acetylation / 3: enolization; silylation;
DOI:10.1016/S0040-4020(00)00894-2