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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2245214Erstellt: 26. Oktober 2026

Hydrochloric Acid → 1,2-Pyrrolidinedicarboxylic acid, 1-(1,1-dimethylethyl) ester, (2S)-

https://huagongshe.com/reaction/2245214

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
EduktBoc-Pro-Val-NH2HCID 11141514—
EduktDCCI HOBtHCID 21712060—
Produkt1,2-Pyrrolidinedicarboxylic acid, 1-(1,1-dimethylethyl) ester, (2S)-HCID 85083—
ProduktBoc-L-valine amideHCID 11241393—

Reaktionsschritte

In such a synthesis, the lysine side chain is protected by a MSOC protective group introduced onto Boc-Lys-OH so as to form Boc-Lys(MSOC)-OH. The diprotected N(α),N(ε) lysine is coupled with Boc-Pro-Val-NH2, HCl by the conventional DCC/HOBt method. The Boc-Pro-Val-NH2, HCl reactant is in turn obtained in two steps from Boc-Pro-OH and Boc-Val-NH2. The overall yield is 33% calculated based on Boc-Lys(MSOC)-OH. The global synthesis scheme is illustrated in the scheme (I) hereunder:

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07683026B2
Quelldatensatzuspto-grants-2010_03
ORD IDord-17fef5a278f94ff5bdd2b8d751b0c84a
Quellennotizuspto-grants-2010_03