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

Base Information

• Chemical Name: <(1S,2R)-10-(N,N-dicyclohexylaminosulfonyl)born-2-yl>propionate
• CAS No.: 96864-31-2
• Molecular Formula: C₂₅H₄₃NO₄S
• Molecular Weight: 453.687
• Mol file: 96864-31-2.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 15 articles about <(1S,2R)-10-(N,N-dicyclohexylaminosulfonyl)born-2-yl>propionate 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: 94.0%

(-)-10-dicyclohexylsulfamoyl-D-isoborneol (96303-88-7) + propionyl chloride (79-03-8) → <(1S,2R)-10-(N,N-dicyclohexylaminosulfonyl)born-2-yl>propionate (96864-31-2)

Guidance literature:

With silver cyanide; In toluene; at 95 ℃; for 3h;

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

Reference yield:

<(1S,2R)-10-(N,N-dicyclohexylaminosulfyl)born-2-yl> 3-(1-adamantyl)propionate → <(1S,2R)-10-(N,N-dicyclohexylaminosulfonyl)born-2-yl>propionate (96864-31-2)

Guidance literature:

Multi-step reaction with 5 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: 94 percent / AgCN / toluene / 3 h / 95 °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 → <(1S,2R)-10-(N,N-dicyclohexylaminosulfonyl)born-2-yl>propionate (96864-31-2)

Guidance literature:

Multi-step reaction with 4 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: 94 percent / AgCN / toluene / 3 h / 95 °C

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

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

upstream raw materials:

(-)-10-dicyclohexylsulfamoyl-D-isoborneol

propionyl chloride

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

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

Downstream raw materials:

N,N-Dicyclohexyl-C-[(1S,2R,4R)-7,7-dimethyl-2-((E)-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-propenyloxy)-bicyclo[2.2.1]hept-1-yl]-methanesulfonamide

(R)-2-Methyl-3-phenyl-propionic acid (1S,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester

(-)-10-dicyclohexylsulfamoyl-D-isoborneol