189459-10-7

Upstream product

• 13734-34-4 N-tert-butoxycarbonyl-L-phenylalanine 
• 98642-61-6 (2S)-2-amino-3-(tert-butyldimethylsilanyloxy)propionic acid methyl ester 
• 34290-59-0 (S)-methyl 2-((2S)-2-[(tert-butoxycarbonyl)-3-phenylpropanamido]-3-hydroxy)-propanoate 
• 18162-48-6 tert-butyldimethylsilyl chloride 

Downstream Products

• 132402-66-5 2-<(S)-1-t-butyloxycarbonylamino-2-phenyl-ethyl>-4-methoxycarbonyl-(R)-Δ2-thiazoline 
• 340270-76-0 C₄₉H₇₄Cl₃N₇O₁₂S 
• 340270-79-3 C₄₉H₇₂Cl₃N₇O₁₁S 
• 340270-75-9 2-(2-{[1-(2-{2-[3-(1,1-dimethyl-allyloxy)-2-(2,2,2-trichloro-1,1-dimethyl-ethoxycarbonylamino)-propionylamino]-3-methyl-pentanoylamino}-propionyl)-pyrrolidine-2-carbonyl]-amino}-3-phenyl-thiopropionylamino)-3-hydroxy-propionic acid methyl ester 
• 564489-36-7 (S)-2-((S)-2-{[(S)-1-((S)-2-{(2S,3S)-2-[(S)-2-Amino-3-(1,1-dimethyl-allyloxy)-propionylamino]-3-methyl-pentanoylamino}-propionyl)-pyrrolidine-2-carbonyl]-amino}-3-phenyl-thiopropionylamino)-3-hydroxy-propionic acid methyl ester 
• 340270-74-8 (S)-2-[(S)-2-({(S)-1-[(S)-2-((2S,3S)-2-tert-Butoxycarbonylamino-3-methyl-pentanoylamino)-propionyl]-pyrrolidine-2-carbonyl}-amino)-3-phenyl-thiopropionylamino]-3-hydroxy-propionic acid methyl ester 
• 340270-73-7 (S)-2-((S)-2-{[(S)-1-((S)-2-tert-Butoxycarbonylamino-propionyl)-pyrrolidine-2-carbonyl]-amino}-3-phenyl-thiopropionylamino)-3-hydroxy-propionic acid methyl ester 
• 340270-72-6 (S)-2-[(S)-1-((S)-2-Hydroxy-1-methoxycarbonyl-ethylthiocarbamoyl)-2-phenyl-ethylcarbamoyl]-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 142342-82-3 (S)-2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-thiopropionylamino)-3-hydroxy-propionic acid methyl ester 
• 383129-56-4 {1-[2-(tert-butyl-dimethyl-silanyloxy)-1-formyl-ethylcarbamoyl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester 

Relevant academic research and scientific papers

Synthesis of highly substituted imidazolidine-2,4-dione (Hydantoin) through Tf2O-mediated dual activation of Boc-protected dipeptidyl compounds

Highly substituted chiral hydantoins were readily synthesized from simple dipeptides in a single step under mild conditions. This reaction proceeded through the dual activation of an amide and a tert-butyloxycarbonyl (Boc) protecting group by Tf2O-pyridine. This method was successfully applied in the preparation of a variety of biologically active compounds, including drug analogs and natural products.

Total synthesis of trunkamide A, a novel thiazoline-based prenylated cyclopeptide metabolite from Lissoclinum sp.

Full details of a total synthesis of the doubly prenylated cyclic peptide trunkamide A of marine origin, and also its C45 epimer, are described.

Allyltrichlorostannane additions to chiral dipeptide aldehydes

The first examples of successful allylsilane additions to chiral dipeptide aldehydes are described. Treatment of allylsilanes with tin tetrachloride at room temperature affords allyltrichlorostannane intermediates that reacts with dipeptide aldehydes to give 1,2-syn-homoallylic alcohols, potential intermediates for the synthesis of hydroxyethylene dipeptide isosteres.

Total synthesis of the prenylated cyclopeptide trunkamide A, a cytotoxic metabolite from Lissoclinum sp.

A total synthesis of the doubly prenylated cyclic peptide trunkamide A of marine origin, and also its C45 epimer, is described.