78700-43-3

Basic information

• Product Name: D-Serine, O-(1,1-dimethylethyl)-N-[(phenylmethoxy)carbonyl]-, 2,2,2-trichloroethyl ester
• CAS NO: 78700-43-3
• Molecular Formula: C17H22Cl3NO5
• Molecular Weight: 426.724
• Mol File: 78700-43-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: D-Serine, O-(1,1-dimethylethyl)-N-[(phenylmethoxy)carbonyl]-, 2,2,2-trichloroethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: D-Serine, O-(1,1-dimethylethyl)-N-[(phenylmethoxy)carbonyl]-, 2,2,2-trichloroethyl ester(78700-43-3)
• EPA Substance Registry System: D-Serine, O-(1,1-dimethylethyl)-N-[(phenylmethoxy)carbonyl]-, 2,2,2-trichloroethyl ester(78700-43-3)

Safety Data

• Hazardous Substances Data: 78700-43-3(Hazardous Substances Data)

Upstream product

• 115-20-8 1,1,1-trichloroethanol 
• 65806-90-8 (R)-2-(((benzyloxy)carbonyl)amino)-3-(tert-butoxy)propanoic acid 

Downstream Products

• 713122-17-9 (Z)-D-Ser{Fmoc-D-Ser[Boc-L-Ala-L-Cys(Acm)-L-Val]-L-Ala-L-Cys(Acm)-L-Val}-OTce 
• 713122-18-0 (Z)-D-Ser{Fmoc-D-Ser[Boc-L-Ala-L-Cys(Acm)-L-Val]-L-Ala-L-Cys(Acm)-L-Val}-OH 
• 713122-05-5 (Z)-D-Ser{(Z)-D-Ser[Boc-L-Ala-L-Cys(Acm)-L-Val]-L-Ala-L-Cys(Acm)-L-Val}-OTce 
• 713122-19-1 C₅₆H₇₂N₈O₁₇S₂ 
• 713122-20-4 [(1R,4S,7R,11S,14R,17S,20R,24S)-20-(9H-Fluoren-9-ylmethoxycarbonylamino)-11,24-diisopropyl-4,17-dimethyl-3,6,10,13,16,19,23,26-octaoxo-9,22-dioxa-28,29-dithia-2,5,12,15,18,25-hexaaza-bicyclo[12.12.4]triacont-7-yl]-carbamic acid benzyl ester 
• 713122-03-3 (Z)-D-Ser[N-Boc-L-Ala-L-Cys(Acm)-L-Val]-OTce 
• 713122-04-4 (Z)-D-Ser[L-Ala-L-Cys(Acm)-L-Val]-OTce 
• 713122-02-2 (Z)-D-Ser[N-Boc-Cys(Acm)-L-Val]-OTce 
• 713122-07-7 C₄₉H₆₈N₈O₁₇S₂ 
• 93279-10-8 Z-D-Ser(N-Boc-L-Val)-OTce 
• 63520-00-3 (N-benzyloxycarbonyl-D-seryl-L-alanyl-L-cysteinyl-L-valine)2(serine hydroxyl)dilactone disulfide 
• 82662-00-8 N-benzyloxycarbonyl-O-(N-t-butyloxycarbonyl-L-alanyl-S-acetamidomethyl-L-cysteinyl-L-valyl)-D-serine 
• 713122-06-6 (Z)-D-Ser{(Z)-D-Ser[Boc-L-Ala-L-Cys(Acm)-L-Val]-L-Ala-L-Cys(Acm)-L-Val}-OH 
• 78700-33-1 Z-D-Ser-OTce 

Relevant articles and documents

Syntheses of triostin a antibiotic and nucleobase-functionalized analogs as new DNA binders

A total synthesis of the natural product triostin A, wherein the N-methylated depsipeptide scaffold is constructed by solution-phase peptide chemistry followed by disulfide formation and macrocyclization, is described, Finally, the quinoxal.in.es were att

Synthetic studies on quinoxaline antibiotics: II. Synthesis of triostin A

Triostin A, a cyclic octadepsipeptide, was synthesized with Z-D-Ser[Boc-Ala-MeCys(Bzl)-MeVal]-OH and Z-n-Ser[H-Ala-MeCys(Bzl)-MeVal]-OTce as key intermediates. The synthetic antibiotic was compared with natural triostin A in terms of chromatographic behaviors, NMR spectra, and antomicrobial activity to establish their identity. The NMR data on S,S'-dibenzyldihydrotriostin A showed that this intermediate lacking the disulfide linkage also existed as two conformers in chloroform. This observation excludes the possibility that the conformer equilibrium known to occur with triostin A is a consequence of the reversed chirality of the disulfide bond. Triostin A, a cyclic octadepsipeptide, was synthesized with Z-D-Ser left bracket Boc-Ala-MeCys(Bzl)-MeVal right bracket -OH and Z- D-Ser left bracket H-Ala-MeCys(Bzl)-MeVal right bracket -OTce as key intermediates. The synthetic antibiotic was compared with natural triostin A in terms of chromatographic behaviors, NMR spectra, and antimicrobial activity to establish their identity. The NMR data on S,S prime -dibenzyldihydrotriostin A showed that this intermediate lacking the disulfide linkage also existed as two conformers in chloroform. This observation excludes the possibility that the conformer equilibrium known to occur with triostin A is a consequence of the reversed chirality of the disulfide bond.