210428-05-0

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 60-18-4 L-tyrosine 
• 3417-91-2 L-tyrosine methyl ester HCl 
• 4326-36-7 (S)-N-(tert-butoxycarbonyl)tyrosine methyl ester 
• 58479-61-1 tert-butylchlorodiphenylsilane 

Downstream Products

• 210428-66-3 {(E)-(S)-3-((E)-(S)-3-tert-Butoxycarbonylamino-4-methyl-pent-1-ene-1-sulfonylamino)-4-[4-(tert-butyl-diphenyl-silanyloxy)-phenyl]-but-1-ene-1-sulfonylamino}-acetic acid methyl ester 
• 210428-55-0 [(E)-(S)-1-[4-(tert-Butyl-diphenyl-silanyloxy)-benzyl]-3-((E)-(S)-1-methyl-3-sulfamoyl-allylsulfamoyl)-allyl]-carbamic acid tert-butyl ester 
• 210428-62-9 {(E)-(S)-3-tert-Butoxycarbonylamino-4-[4-(tert-butyl-diphenyl-silanyloxy)-phenyl]-but-1-ene-1-sulfonylamino}-acetic acid methyl ester 
• 210428-07-2 (E)-(S)-3-tert-Butoxycarbonylamino-4-[4-(tert-butyl-diphenyl-silanyloxy)-phenyl]-but-1-ene-1-sulfonic acid methyl ester 
• 210428-10-7 {(E)-(S)-1-[4-(tert-Butyl-diphenyl-silanyloxy)-benzyl]-3-chlorosulfonyl-allyl}-carbamic acid tert-butyl ester 
• 210428-06-1 {(S)-2-[4-(tert-Butyl-diphenyl-silanyloxy)-phenyl]-1-formyl-ethyl}-carbamic acid tert-butyl ester 

Relevant academic research and scientific papers

Diphenyl sulfate derivatives, preparation method of thereof and fluorophore sensor comprising thereof

The present invention relates to a diphenyl sulfate derivative, a method for preparing the same, and a fluorescence bio-sensor comprising the same. The diphenyl sulfate derivative having a novel structure according to the present invention traces cells and carries out immuno-fluorescence staining of the mitochondria of the cells satisfactorily. Thus, the diphenyl sulfate sulfate is useful in the glioma-related field and the research field including virus and DNA transfection, and can be used advisably as fluorescence bio-sensor for diagnosing diseases, such as glioma, sarcoma or leukemia.

Synthesis of chiral vinylogous sulfonamidopeptides (vs-peptides)

Chiral vinylogous amino sulfonic acids (vs-amino acids) were synthesized starting from either L- or D-α-amino acids via N-Boc-α-amino aldehydes. Wittig-Horner reaction with methyl (or ethyl) diethylphosphoryl methanesulfonate and nBuLi gave the corresponding α,β-unsaturated sulfonates in high yield and complete (E) stereoselectivity. Cleavage of the methyl (ethyl) ester was effected by treatment of the sulfonates with nBu4NI in refluxing acetone. Treatment of the nBu4N+ sulfonate salts with SO2Cl2/PPh3/CH2Cl2 gave the corresponding sulfonyl chlorides as stable chromatographable compounds. The synthetic sequence proved successful not only starting from α-amino acids carrying unfunctionalized side-chains (Ala, Val, Phe, Leu, Pro), but also with functionalized α-amino acids (Ser, Tyr, Gln) provided that the side chains were suitably protected. The sulfonyl chlorides were coupled with the amine salts to give vs-dipeptides. Amine hydrochlorides were prepared from N-Boc derivatives by treatment with HCl in methanol or ethyl acetate. The process was further iterated to give vstripeptides and vs-tetrapeptides. The above procedure was also used to synthesize "mixed" peptides, which incorporate both proteinogenic α-amino acids and vs-amino acids. Proteinogenic α-amino acids were incorporated at both the C-terminal and the N-terminal position.