159173-45-2

Upstream product

• 135383-61-8 Cbz-Dil-Dap-Doe 
• 133565-36-3 2-<1'-((benzyloxycarbonyl)amino)-2'-phenylethyl>-1,3-thiazole 
• 135383-63-0 (S)-2-((1R,2R)-1-Hydroxy-2-phenylsulfanylcarbonyl-propyl)-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 135383-58-3 ethyl (2R,3R,4S)-3-(N-tert-butoxycarbonyl-2'-pyrrolidinyl)-3-hydroxy-2-methylpropanoate 
• 135500-35-5 ethyl (2S,3R,4S)-3-(N-tert-butoxycarbonyl-2'-pyrrolidinyl)-3-hydroxy-2-methylpropanoate 
• 135383-60-7 (1S)-2-phenyl-1-(1,3-thiazol-2-yl)ethanamine, hydrochloride salt 
• 120205-58-5 tert-Butyl (3R,4S,5S)-3-methoxy-4--5-methylheptanoate 
• 135383-54-9 (4S,5S)-4-Benzyloxycarbonylamino-5-methyl-3-oxo-heptanoic acid tert-butyl ester 
• 135383-55-0 (3R,4S,5S)-4-Benzyloxycarbonylamino-3-hydroxy-5-methyl-heptanoic acid tert-butyl ester 
• 135383-56-1 (3R,4S,5S)-4--3-methoxy-5-methylheptanoic acid 
• 120205-64-3 (2RS,1'S)-2-<1'-((tert-butoxycarbonyl)amino)-2'-phenylethyl>-1,3-thiazolidine 
• 108142-95-6 (S)-tert-butyl 2-((R)-3-ethoxy-1-hydroxy-3-oxopropyl)pyrrolidine-1-carboxylate 
• 66605-57-0 (S)-N-tert-butoxycarbonyl-2-amino-3-phenylpropanol 
• 72155-45-4 Boc-L-phenylalaninal 

Downstream Products

• 135383-62-9 Boc-(S)-Val-(3R,4S,5S)-Dil-(2R,3R,4S)-Dap-(S)-Doe 
• 148692-26-6 Z-Val-Dil-Dap-Doe 
• 110417-88-4 dolastatin 10 

Relevant academic research and scientific papers

Total synthesis of dolastatin 10 through ruthenium-catalyzed asymmetric hydrogenations

A total synthesis of dolastatin 10, a potent inhibitor of microtubule assembly, which displayed remarkable antineoplastic activity, is reported. Our synthetic approach was based upon ruthenium-promoted asymmetric hydrogenation of β-keto esters derived from (S)-Boc-proline and (S)-Boc-isoleucine for the construction of the two key units: (2R,3R)-Boc-dolaproine (Dap) and (3R)-Boc-dolaisoleucine (Dil).

Stereoselective Synthesis of Dolastatin 10 and Its Congeners

Efficient synthesis of dolastatin 10 (1), a potent antitumor peptide from a sea hare Dolabella auricularia, has been achieved in a stereoselective manner.Trisnordolastatin 10 (2) and its C9-epimer (3) have also been synthesized.

An expeditious synthesis of dolastatin 10

Total synthesis of dolastatin 10 (1) was completed by developing an efficient synthesis of two key amino acid components, Dil (6) and Dap (11), and subsequent stepwise coupling of five amino acid components from C-terminal Doe.