(1S,2R,4R)-10-dicyclohexylsulfamoylisobornyl 2-cyanopropanoate

Base Information

• Chemical Name: (1S,2R,4R)-10-dicyclohexylsulfamoylisobornyl 2-cyanopropanoate
• CAS No.: 188183-27-9
• Molecular Formula: C₂₆H₄₂N₂O₄S
• Molecular Weight: 478.696
• Mol file: 188183-27-9.mol

Synonyms:(1S,2R,4R)-10-dicyclohexylsulfamoylisobornyl 2-cyanopropanoate

Chemical Property of (1S,2R,4R)-10-dicyclohexylsulfamoylisobornyl 2-cyanopropanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,2R,4R)-10-dicyclohexylsulfamoylisobornyl 2-cyanopropanoate

There total 1 articles about (1S,2R,4R)-10-dicyclohexylsulfamoylisobornyl 2-cyanopropanoate 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: 88.0%

2-cyanopropanoyl chloride (4158-25-2) + (-)-10-dicyclohexylsulfamoyl-D-isoborneol (96303-88-7) → (1S,2R,4R)-10-dicyclohexylsulfamoylisobornyl 2-cyanopropanoate (188183-27-9)

Guidance literature:

With silver cyanide; In toluene; at 80 ℃; for 4h;

DOI:10.1016/S0957-4166(00)86182-0

Reference yield: 90.0%

1-(2-bromoacetyl)piperidine (1796-25-4) + (1S,2R,4R)-10-dicyclohexylsulfamoylisobornyl 2-cyanopropanoate (188183-27-9) → (S)-2-Cyano-2-methyl-4-oxo-4-piperidin-1-yl-butyric acid (1S,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester + (R)-2-Cyano-2-methyl-4-oxo-4-piperidin-1-yl-butyric acid (1S,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester

Guidance literature:

With potassium carbonate; In acetone; for 48h; Ambient temperature;

DOI:10.1016/S0040-4020(97)00249-4

Reference yield: 64.0%

iodomethylbenzene (620-05-3) + (1S,2R,4R)-10-dicyclohexylsulfamoylisobornyl 2-cyanopropanoate (188183-27-9) → (2S)-(1S,2R,4R)-10-(Dicyclohexylsulfamoyl)isobornyl 2-cyano-2-methyl-3-phenylpropanoate (143100-05-4) + (2R)-(1S,2R,4R)-10-(Dicyclohexylsulfamoyl)isobornyl 2-cyano-2-methyl-3-phenylpropanoate (143100-04-3)

Guidance literature:

With lithium diisopropyl amide; Yields of byproduct given; 1.) THF, -78 deg C, 1 h, 2.) THF, HMPA, -78 deg C to r.t.; r.t., 1 d;

DOI:10.1021/jo00088a034

upstream raw materials:

2-cyanopropanoyl chloride

(-)-10-dicyclohexylsulfamoyl-D-isoborneol

Downstream raw materials:

(2R)-(1S,2R,4R)-10-(Dicyclohexylsulfamoyl)isobornyl 2-cyano-2-methylbutanoate

(2S)-(1S,2R,4R)-10-(Dicyclohexylsulfamoyl)isobornyl 2-cyano-2-methyl-3-phenylpropanoate

(2R)-(1S,2R,4R)-10-(Dicyclohexylsulfamoyl)isobornyl 2-cyano-2-methyl-3-phenylpropanoate

(2R)-(1S,2R,4R)-10-(Dicyclohexylsulfamoyl)isobornyl 2-cyano-2,3-dimethylbutanoate