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

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Chemical Name:Thioacetic acid S-{(1R,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl} ester
CAS No.:324016-36-6
Molecular Formula:C₂₄H₄₁NO₃S₂
Molecular Weight:455.726
Hs Code.:

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

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Chemical Property of Thioacetic acid S-{(1R,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl} ester

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Technology Process of Thioacetic acid S-{(1R,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl} ester

There total 3 articles about Thioacetic acid S-{(1R,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl} ester 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: 77.3%

: 108-24-7
acetic anhydride

: 324016-35-5
N,N-dicyclohexyl-C-(2-mercapto-7,7-dimethyl-bicyclo[2.2.1]hept-1-yl)-methanesulfonamide

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

Guidance literature:: With pyridine; dmap; In dichloromethane; at 0 - 20 ℃;
DOI:10.1016/S0040-4020(00)00894-2

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 3 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

With pyridine; dmap; sodium tetrahydroborate; 2,4-bis(4-methoxyphenyl)-1,3-dithia-2,4-diphosphetane-2,4-disulfide; In tetrahydrofuran; dichloromethane; isopropyl alcohol; toluene; 1.1: Substitution / 1.2: Substitution / 2.1: Reduction / 3.1: Acetylation;
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

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

Guidance literature:: Multi-step reaction with 2 steps

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

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

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