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

Base Information

Chemical Name:(1S,2R,4R)-10-dicyclohexylsulfamoylisobornyl (S)-3-phenyl-2-isopropyl-2-cyanopropanoate
CAS No.:143100-08-7
Molecular Formula:C₃₅H₅₂N₂O₄S
Molecular Weight:596.875
Hs Code.:

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

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

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

There total 4 articles about (1S,2R,4R)-10-dicyclohexylsulfamoylisobornyl (S)-3-phenyl-2-isopropyl-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: 80.0%

: 620-05-3
iodomethylbenzene

: 188183-29-1
(2RS)-(1S,2R,4R)-10-(Dicyclohexylsulfamoyl)isobornyl 3-methyl-2-cyanobutanoate

: 143100-08-7
(1S,2R,4R)-10-dicyclohexylsulfamoylisobornyl (S)-3-phenyl-2-isopropyl-2-cyanopropanoate

: 143100-09-8
(1S,2R,4R)-10-dicyclohexylsulfamoylisobornyl (R)-3-phenyl-2-isopropyl-2-cyanopropanoate

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

Reference yield:

: 22426-27-3
2-Cyano-3-methylbutanoic acid

: 143100-08-7
(1S,2R,4R)-10-dicyclohexylsulfamoylisobornyl (S)-3-phenyl-2-isopropyl-2-cyanopropanoate

Guidance literature:: Multi-step reaction with 3 steps

1: PCl₅

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

3: 80 percent / LDA / 1.) THF, -78 deg C, 1 h, 2.) THF, HMPA, -78 deg C to r.t., r.t., 1 d

With silver cyanide; phosphorus pentachloride; lithium diisopropyl amide; In toluene;
DOI:10.1021/jo00088a034

Reference yield:

: 98134-33-9
2-Cyano-3-methylbutanoyl chloride

: 143100-08-7
(1S,2R,4R)-10-dicyclohexylsulfamoylisobornyl (S)-3-phenyl-2-isopropyl-2-cyanopropanoate

Guidance literature:: Multi-step reaction with 2 steps

1: 89 percent / AgCN / toluene / 4 h / 80 °C

2: 80 percent / LDA / 1.) THF, -78 deg C, 1 h, 2.) THF, HMPA, -78 deg C to r.t., r.t., 1 d

With silver cyanide; lithium diisopropyl amide; In toluene;
DOI:10.1021/jo00088a034