(2RS)-(1S,2R,4R)-10-(Dicyclohexylsulfamoyl)isobornyl 3-methyl-2-cyanobutanoate

Base Information

• Chemical Name: (2RS)-(1S,2R,4R)-10-(Dicyclohexylsulfamoyl)isobornyl 3-methyl-2-cyanobutanoate
• CAS No.: 188183-29-1
• Molecular Formula: C₂₈H₄₆N₂O₄S
• Molecular Weight: 506.75
• Mol file: 188183-29-1.mol

Synonyms:(2RS)-(1S,2R,4R)-10-(Dicyclohexylsulfamoyl)isobornyl 3-methyl-2-cyanobutanoate

Chemical Property of (2RS)-(1S,2R,4R)-10-(Dicyclohexylsulfamoyl)isobornyl 3-methyl-2-cyanobutanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2RS)-(1S,2R,4R)-10-(Dicyclohexylsulfamoyl)isobornyl 3-methyl-2-cyanobutanoate

There total 2 articles about (2RS)-(1S,2R,4R)-10-(Dicyclohexylsulfamoyl)isobornyl 3-methyl-2-cyanobutanoate 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: 89.0%

2-Cyano-3-methylbutanoyl chloride (98134-33-9) + (-)-10-dicyclohexylsulfamoyl-D-isoborneol (96303-88-7) → (2RS)-(1S,2R,4R)-10-(Dicyclohexylsulfamoyl)isobornyl 3-methyl-2-cyanobutanoate (188183-29-1)

Guidance literature:

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

DOI:10.1021/jo00088a034

Reference yield:

2-Cyano-3-methylbutanoic acid (22426-27-3) → (2RS)-(1S,2R,4R)-10-(Dicyclohexylsulfamoyl)isobornyl 3-methyl-2-cyanobutanoate (188183-29-1)

Guidance literature:

Multi-step reaction with 2 steps

1: PCl₅

2: 89 percent / AgCN / toluene / 4 h / 80 °C

With silver cyanide; phosphorus pentachloride; In toluene;

DOI:10.1021/jo00088a034

Reference yield: 80.0%

iodomethylbenzene (620-05-3) + (2RS)-(1S,2R,4R)-10-(Dicyclohexylsulfamoyl)isobornyl 3-methyl-2-cyanobutanoate (188183-29-1) → (1S,2R,4R)-10-dicyclohexylsulfamoylisobornyl (S)-3-phenyl-2-isopropyl-2-cyanopropanoate (143100-08-7) + (1S,2R,4R)-10-dicyclohexylsulfamoylisobornyl (R)-3-phenyl-2-isopropyl-2-cyanopropanoate (143100-09-8)

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-Cyano-3-methylbutanoyl chloride

(-)-10-dicyclohexylsulfamoyl-D-isoborneol

2-Cyano-3-methylbutanoic acid

Downstream raw materials:

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

(1S,2R,4R)-10-dicyclohexylsulfamoylisobornyl (S)-3-phenyl-2-isopropyl-2-cyanopropanoate

(1S,2R,4R)-10-dicyclohexylsulfamoylisobornyl (R)-3-phenyl-2-isopropyl-2-cyanopropanoate

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