323195-65-9

Upstream product

• 323195-64-8 (1R)-(-)-Benzyl-N-[1-(2-hydroxyethyl)tridecyl]carbamate 
• 323195-61-5 {(R)-1-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-tridecyl}-((S)-2-methoxymethyl-pyrrolidin-1-yl)-amine 
• 323195-63-7 (1R)-(-)-Benzyl-N-[1-(2-{[1-(tert-butyl)-1,1-dimethylsilyl]oxy}ethyl)tridecyl]carbamate 
• 501-53-1 benzyl chloroformate 
• 323195-62-6 1-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-tridecylamine 

Downstream Products

• 323195-66-0 [(R)-1-(2-{(S)-5-[(Z)-(S)-2-Methoxymethyl-pyrrolidin-1-ylimino]-2,2-dimethyl-[1,3]dioxan-4-yl}-ethyl)-tridecyl]-carbamic acid benzyl ester 
• 323195-67-1 (1R)-(-)-Benzyl-N-{1-[(4S)-2-(2,2-dimethyl-5-oxo-1,3-dioxan-4-yl)ethyl]tridecyl}carbamate 

Relevant academic research and scientific papers

Asymmetric total synthesis of (+)-2-epi-deoxoprosopinine

The asymmetric synthesis of (+)-2-epi-deoxoprosopinine [(S,S,R)-5] in eleven steps and with excellent diastereomeric and enantiomeric purity (de, ee ≥96%) is described. As key steps, the 1,2-addition of a dodecyl nucleophile to an aldehyde-SAMP hydrazone and the α-alkylation of 2,2-dimethyl-1,3-dioxan-5-one SAMP hydrazone are employed to generate two of the three stereogenic centers. Creation of the third stereogenic center was achieved in a domino deprotection/cyclisation/reduction sequence.