433237-64-0

Upstream product

• 100-39-0 benzyl bromide 
• 81286-82-0 (2R,5S)-2-tert-butyl-1-aza-3-oxabicyclo[3.3.0]octan-4-one 
• 433236-91-0 1-[1-benzyloxycarbonylamino-2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-3-tert-butyl-dihydro-pyrrolo[1,2-c]oxazole-7a-carboxylic acid benzyl ester 
• 433238-14-3 (R)-4-[(S)-((3R,7aR)-3-tert-Butyl-1-oxo-dihydro-pyrrolo[1,2-c]oxazol-7a-yl)-hydroxy-methyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester 
• 433235-59-7 (R)-4-[(R)-((3R,7aR)-3-tert-Butyl-1-oxo-dihydro-pyrrolo[1,2-c]oxazol-7a-yl)-hydroxy-methyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester 
• 433238-12-1 4-(3-tert-butyl-1-oxo-dihydro-pyrrolo[1,2-c]oxazole-7a-carbonyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester 
• 844693-11-4 (R)-2-[(1S,2R)-2-Benzyloxycarbonylamino-3-(tert-butyl-diphenyl-silanyloxy)-1-trimethylsilanyloxy-propyl]-pyrrolidine-2-carboxylic acid benzyl ester 

Downstream Products

• 433232-07-6 kaitocephalin 
• 433237-95-7 (2R,5R)-2-((1S,2R)-2-Benzyloxycarbonylamino-1,3-dihydroxy-propyl)-5-[(S)-2-benzyloxycarbonyl-2-(4-benzyloxy-3,5-dichloro-benzoylamino)-ethyl]-pyrrolidine-1,2-dicarboxylic acid dibenzyl ester 
• 433238-69-8 (2R,5R)-2-((1S,2S)-2-Benzyloxycarbonylamino-2-carboxy-1-hydroxy-ethyl)-5-[(S)-2-benzyloxycarbonyl-2-(4-benzyloxy-3,5-dichloro-benzoylamino)-ethyl]-pyrrolidine-1,2-dicarboxylic acid dibenzyl ester 
• 433238-22-3 (2R,5R)-2-[(1S,2R)-2-Benzyloxycarbonylamino-3-(tert-butyl-diphenyl-silanyloxy)-1-trimethylsilanyloxy-propyl]-5-[(S)-2-benzyloxycarbonyl-2-(4-benzyloxy-3,5-dichloro-benzoylamino)-ethyl]-pyrrolidine-2-carboxylic acid benzyl ester 
• 433237-93-5 (2R,5R)-2-[(1S,2R)-2-Benzyloxycarbonylamino-3-(tert-butyl-diphenyl-silanyloxy)-1-trimethylsilanyloxy-propyl]-5-[(S)-2-benzyloxycarbonyl-2-(4-benzyloxy-3,5-dichloro-benzoylamino)-ethyl]-1-hydroxy-pyrrolidine-2-carboxylic acid benzyl ester 
• 679827-82-8 (2R,5R)-2-[(1S,2R)-2-Benzyloxycarbonylamino-3-(tert-butyl-diphenyl-silanyloxy)-1-trimethylsilanyloxy-propyl]-5-[(R)-2-benzyloxycarbonyl-2-(4-benzyloxy-3,5-dichloro-benzoylamino)-ethyl]-1-hydroxy-pyrrolidine-2-carboxylic acid benzyl ester 

Relevant academic research and scientific papers

Synthesis of the proposed structure and revision of stereochemistry of kaitocephalin

A stereoselective total synthesis of the proposed structure of kaitocephalin (1) was accomplished starting from L-proline and D- and L-serines. However, its 1H NMR spectral data and retention time on HPLC were not identical with those of authentic natural kaitocephalin. The revised stereochemistry of natural kaitocephalin, (2R)-isomer (16), was inferred from further experiments employing diastereomers and model compounds.