N,N-Dicyclohexyl-C-[(1S,2R,4R)-7,7-dimethyl-2-((Z)-1-trimethylsilanyloxy-hex-1-enyloxy)-bicyclo[2.2.1]hept-1-yl]-methanesulfonamide

Base Information

• Chemical Name: N,N-Dicyclohexyl-C-[(1S,2R,4R)-7,7-dimethyl-2-((Z)-1-trimethylsilanyloxy-hex-1-enyloxy)-bicyclo[2.2.1]hept-1-yl]-methanesulfonamide
• CAS No.: 104897-89-4
• Molecular Formula: C₃₁H₅₇NO₄SSi
• Molecular Weight: 567.949
• Mol file: 104897-89-4.mol

Synonyms:N,N-Dicyclohexyl-C-[(1S,2R,4R)-7,7-dimethyl-2-((Z)-1-trimethylsilanyloxy-hex-1-enyloxy)-bicyclo[2.2.1]hept-1-yl]-methanesulfonamide

Chemical Property of N,N-Dicyclohexyl-C-[(1S,2R,4R)-7,7-dimethyl-2-((Z)-1-trimethylsilanyloxy-hex-1-enyloxy)-bicyclo[2.2.1]hept-1-yl]-methanesulfonamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N,N-Dicyclohexyl-C-[(1S,2R,4R)-7,7-dimethyl-2-((Z)-1-trimethylsilanyloxy-hex-1-enyloxy)-bicyclo[2.2.1]hept-1-yl]-methanesulfonamide

There total 18 articles about N,N-Dicyclohexyl-C-[(1S,2R,4R)-7,7-dimethyl-2-((Z)-1-trimethylsilanyloxy-hex-1-enyloxy)-bicyclo[2.2.1]hept-1-yl]-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:

chloro-trimethyl-silane (75-77-4) + <(1S,2R)-10-(N,N-dicyclohexylaminosulfonyl)born-2-yl> hexanoate (96864-08-3) → N,N-Dicyclohexyl-C-[(1S,2R,4R)-7,7-dimethyl-2-((E)-1-trimethylsilanyloxy-hex-1-enyloxy)-bicyclo[2.2.1]hept-1-yl]-methanesulfonamide (104897-89-4)

Guidance literature:

With n-butyllithium; diisopropylamine; Multistep reaction; 1.) THF, hexane, - 78 deg C 2.) -78 deg C, 1 h.;

Reference yield:

<(1S,2R)-10-(N,N-dicyclohexylaminosulfyl)born-2-yl> 3-(1-adamantyl)propionate → N,N-Dicyclohexyl-C-[(1S,2R,4R)-7,7-dimethyl-2-((Z)-1-trimethylsilanyloxy-hex-1-enyloxy)-bicyclo[2.2.1]hept-1-yl]-methanesulfonamide (104897-89-4)

Guidance literature:

Multi-step reaction with 6 steps

1: LiN(i-Pr)2 / tetrahydrofuran / -78 °C

2: 65 percent / Ti-(O-i-Pr)4, TiCl₄ / CH₂Cl₂ / 1 h / -78 °C

3: 1.) CF₃COOH; 2.) H₂ / 2.) PtO₂ / 1.) CH₂Cl₂, 0 degC, 5 min then r.t., 3 h; 2.) EtOH, 75 psi, r.t.

4: 99 percent / ethanol / 3 h / 70 °C

5: 96 percent / AgCN / toluene / 3.5 h / 100 °C

6: LiN(i-Pr)2 / tetrahydrofuran / -78 °C

With titanium(IV) isopropylate; silver cyanide; hydrogen; titanium tetrachloride; trifluoroacetic acid; lithium diisopropyl amide; platinum(IV) oxide; In tetrahydrofuran; ethanol; dichloromethane; toluene;

DOI:10.1016/S0040-4020(01)86059-2

Reference yield:

N,N-Dicyclohexyl-C-{(1S,2R,4R)-7,7-dimethyl-2-[(Z)-3-(octahydro-2,5-methano-inden-5-yl)-1-trimethylsilanyloxy-propenyloxy]-bicyclo[2.2.1]hept-1-yl}-methanesulfonamide → N,N-Dicyclohexyl-C-[(1S,2R,4R)-7,7-dimethyl-2-((Z)-1-trimethylsilanyloxy-hex-1-enyloxy)-bicyclo[2.2.1]hept-1-yl]-methanesulfonamide (104897-89-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 65 percent / Ti-(O-i-Pr)4, TiCl₄ / CH₂Cl₂ / 1 h / -78 °C

2: 1.) CF₃COOH; 2.) H₂ / 2.) PtO₂ / 1.) CH₂Cl₂, 0 degC, 5 min then r.t., 3 h; 2.) EtOH, 75 psi, r.t.

3: 99 percent / ethanol / 3 h / 70 °C

4: 96 percent / AgCN / toluene / 3.5 h / 100 °C

5: LiN(i-Pr)2 / tetrahydrofuran / -78 °C

With titanium(IV) isopropylate; silver cyanide; hydrogen; titanium tetrachloride; trifluoroacetic acid; lithium diisopropyl amide; platinum(IV) oxide; In tetrahydrofuran; ethanol; dichloromethane; toluene;

DOI:10.1016/S0040-4020(01)86059-2

upstream raw materials:

chloro-trimethyl-silane

<(1S,2R)-10-(N,N-dicyclohexylaminosulfonyl)born-2-yl> hexanoate

<(1S,2R)-10-(N,N-dicyclohexylaminosulfonyl)born-2-yl>propionate

<(2S,2R)-10-(N,N-dicyclohexylaminosulfonyl)born-2-yl> 4-methylvalerate

Downstream raw materials:

<(1S,2R)-10-(N,N-dicyclohexylaminosulfonyl)born-2-yl> <(2S)-2-(N,N'-di-tert-butoxycarbonyl)>hydrazinohexanoate

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

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

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