104897-89-4

Upstream product

• 96303-88-7 (-)-10-dicyclohexylsulfamoyl-D-isoborneol 
• 142-61-0 Hexanoyl chloride 
• 75-77-4 chloro-trimethyl-silane 
• 96864-08-3 <(1S,2R)-10-(N,N-dicyclohexylaminosulfonyl)born-2-yl> hexanoate 
• 638-29-9 n-valeryl chloride 
• 104897-97-4 (S)-Chloro-phenyl-acetic acid (1S,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester 
• 104897-98-5 (S)-2-Bromo-4-methyl-pentanoic acid (1S,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester 
• 104897-94-1 (S)-2-Chloro-propionic acid (1S,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester 
• 104897-90-7 N,N-Dicyclohexyl-C-[(1S,2R,4R)-7,7-dimethyl-2-((Z)-2-phenyl-1-trimethylsilanyloxy-vinyloxy)-bicyclo[2.2.1]hept-1-yl]-methanesulfonamide 
• 104897-86-1 Phenyl-acetic acid (1S,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester 
• 104897-91-8 N,N-Dicyclohexyl-C-[(1S,2R,4R)-7,7-dimethyl-2-((E)-4-methyl-1-trimethylsilanyloxy-pent-1-enyloxy)-bicyclo[2.2.1]hept-1-yl]-methanesulfonamide 
• 104897-88-3 N,N-Dicyclohexyl-C-[(1S,2R,4R)-7,7-dimethyl-2-((E)-1-trimethylsilanyloxy-propenyloxy)-bicyclo[2.2.1]hept-1-yl]-methanesulfonamide 
• 104926-26-3 <(2S,2R)-10-(N,N-dicyclohexylaminosulfonyl)born-2-yl> 4-methylvalerate 
• 96864-31-2 <(1S,2R)-10-(N,N-dicyclohexylaminosulfonyl)born-2-yl>propionate 

Downstream Products

• 110449-42-8 <(1S,2R)-10-(N,N-dicyclohexylaminosulfonyl)born-2-yl> <(2S)-2-(N,N'-di-tert-butoxycarbonyl)>hydrazinohexanoate 
• 104897-96-3 (R)-2-Chloro-hexanoic acid (1S,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester 
• 104897-96-3 (S)-2-Chloro-hexanoic acid (1S,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester 
• 104897-95-2 (R)-2-Bromo-hexanoic acid (1S,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester 
• 104897-95-2 (S)-2-Bromo-hexanoic acid (1S,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester 
• 119751-26-7 <(1S,2R)-10-(N,N-dicyclohexylaminosulfonyl)born-2-yl> <(2R)-2-(N,N'-di-tert-butoxycarbonyl)>hydrazinohexanoate 
• 110449-51-9 <(1S,2R)-10-(N,N-dicyclohexylaminosulfonyl)born-2-yl> (2R)-2-aminohexanoate 
• 96303-88-7 (-)-10-dicyclohexylsulfamoyl-D-isoborneol 
• 22628-26-8 L-norleucine ethyl ester 
• 104897-97-4 (S)-Chloro-phenyl-acetic acid (1S,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester 
• 104897-97-4 (R)-Chloro-phenyl-acetic acid (1S,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester 
• 104897-97-4 Chloro-phenyl-acetic acid (1S,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester 
• 104897-93-0 N,N-Dicyclohexyl-C-[(1S,2R,4R)-7,7-dimethyl-2-((E)-1-trimethylsilanyloxy-dec-1-enyloxy)-bicyclo[2.2.1]hept-1-yl]-methanesulfonamide 
• 104898-00-2 (S)-2-Chloro-decanoic acid (1S,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester 

Relevant academic research and scientific papers

ENANTIOSELECTIVE SYNTHESES OF α-AMINO ACIDS FROM 10-SULFONAMIDO-ISOBORNYL ESTERS AND DI-t-BUTYL AZODICARBOXYLATE

Successive treatment of chiral esters 7 with LDA/Me3SiCl and di-t-butyl azodicarboxylate/TiCl4 and Ti(OiPr)4 gave N,N-di-t-butoxycarbonylhydrazinoesters 11 which on deacylation, hydrogenolysis, transesterification and acidic hydrolysis furnished (2S)-α-amino acid hydrochlorides 13 in good overall yields, high enantiomeric purity and with efficient recovery of the alcohol auxiliary 4.Experimental evidence for the configuration and conformation of the intermediate O-silyl ketene acetals 1 is provided.

Enantioselective Synthesis of α-Amino Acids from 10-(Aminosulfonyl)-2-bornyl Esters and Di(tert-butyl) Azodicarboxylate

Successive treatment of chiral esters 1 with LiN(i-Pr)2/Me3SiCl and di(tert-butyl) azodicarboxylate/TiCl4/Ti(i-PrO)4 gave N,N'-dihydrazino esters 9 which on deacylation, hydrogenolysis, transesterification, and acidic hydrolysis furnished (2S)-α-amino acids 6 in high enantiomeric purity with efficient recovery of the auxiliary alcohol 7.

ASYMMETRIC HALOGENATION OF CAMPHOR-10-SULFONIC ACID DERIVED ESTERS: AN EFFICIENT NEW ROUTE TO ENANTIOMERICALLY PURE HALOHYDRINS AND EPOXIDES.

Successive treatment of chiral esters 1 with LDA/Me3SiCl and NBS or NCS gave crystalline α-haloesters 3 which furnished halohydrins 4 and terminal epoxides 5 in high e.e..

Asymmetric α-Acetoxylation of Carboxylic Esters

Using the readily accessible chiral auxiliaries 1-3 the sulfonamide-shielded O-silylated esters 5 underwent ?-face-selective α-acetoxylation on successive treatment with Pb(OAc)4 and NEt3*HF to give after recrystallization α-acetoxy ester 6 in 55-66percen