141018-37-3

Upstream product

• 116-11-0 2-Methoxypropene 
• 142479-00-3 (1S,2R)-N-(2-hydroxy-2,3-dihydro-1H-inden-1-yl)3-phenylpropanamide 
• 645-45-4 hydrocinnamic acid chloride 
• 7480-35-5 (1S,2R)-1-amino-2-indanol 

Downstream Products

• 158380-42-8 (2R,4S)-2-Benzyl-5-chloro-1-((3aS,8aR)-2,2-dimethyl-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-3-yl)-4-hydroxy-pentan-1-one 
• 158512-24-4 (R)-2-Benzyl-1-((3aS,8aR)-2,2-dimethyl-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-3-yl)-3-(S)-oxiranyl-propan-1-one 
• 141018-41-9 (2S,6S)-2,6-Dibenzyl-1,7-bis-((3aS,8aR)-2,2-dimethyl-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-3-yl)-4-methylene-heptane-1,7-dione 
• 150323-06-1 (S)-2-Benzyl-1-((3aS,8aR)-2,2-dimethyl-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-3-yl)-pent-4-en-1-one 
• 165883-48-7 (R)-2-Benzyl-1-((3aS,8aR)-2,2-dimethyl-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-3-yl)-pent-4-en-1-one 
• 146338-84-3 <3aS-<3(1R*,2S*,4S*)-3aα,8aα>>-N-<2-hydroxy-5-oxo-1,4-bis(phenylmethyl)-5-(3,3a,8,8a-tetrahydro-2,2-dimethyl-2H-indano<1,2-d>oxazol-3-yl)pentyl>carbamic acid 1,1-dimethylethyl ester 
• 360558-38-9 (2S,3S)-3-Benzyl-4-((3aS,8aR)-2,2-dimethyl-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-3-yl)-2-fluoro-4-oxo-butyric acid 
• 360558-40-3 (2R,3S)-3-Benzyl-4-((3aS,8aR)-2,2-dimethyl-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-3-yl)-2-fluoro-4-oxo-butyric acid 
• 360558-39-0 (2S,3S)-3-Benzyl-4-((3aS,8aR)-2,2-dimethyl-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-3-yl)-2-fluoro-4-oxo-butyric acid methyl ester 
• 63-91-2 L-phenylalanine 
• 98737-42-9 (4R,5R)-3-benzyl-5-{(1S)-1-[(tert-butoxycarbonyl)amino]-2-phenylethyl}dihydrofuran-2-(3H)-one 

Relevant academic research and scientific papers

Process for preparing acetonides

Acetonides are obtained in a one-step reaction of a carboxylic acid halide, a 1,2-aminoalcohol, and 2-alkoxypropene or 2,2-dialkoxypropane in an ether solvent and in the presence of an inorganic base. Acetonides are also obtained in a two-step reaction scheme in which an acid halide and 1,2-aminoalcohol are reacted in an ether solvent in the presence of LiOH to form a hydroxyamide, which is then reacted with 2-alkoxypropene or 2,2-dialkoxypropane in the presence of acid to form the acetonide. The acetonides resulting from the one-step and two-step protocols can be further reacted with an allylating agent such as an allyl halide in the presence of a strong base to provide the corresponding allyl acetonide. The acetonides and allyl acetonides can serve as intermediates in the production of certain HIV protease inhibitors which are useful for treating HIV infection and AIDS.

Asymmetric synthesis of α-Amino acid derivatives via an electrophilic amination of chiral amide cuprates with Li t-Butyl-N-tosyloxycarbamate

The utility of lithium t-butyl-N-tosyloxycarbamate (LiBTOC) as a (+)NHBOC synthon in highly diastereoselective reactions with chiral cis-aminoindanol derived amide cuprates is described. The diastereoselectivities of these reactions ranged from 96% to greater than 99%. The subsequent transformation of these adducts to α-amino acids is also described.