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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2245214Generated: October 26, 2026

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

https://huagongshe.com/reaction/2245214

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantBoc-Pro-Val-NH2HCID 11141514—
ReactantDCCI HOBtHCID 21712060—
Product1,2-Pyrrolidinedicarboxylic acid, 1-(1,1-dimethylethyl) ester, (2S)-HCID 85083—
ProductBoc-L-valine amideHCID 11241393—

Reaction Steps

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:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07683026B2
Source datasetuspto-grants-2010_03
ORD IDord-17fef5a278f94ff5bdd2b8d751b0c84a
Source noteuspto-grants-2010_03