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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 20121Generated: October 29, 2026

N,N-bis(tert-butoxycarbonyl)-5-(2,3-dichlorophenyl)-6-nitro-D-norleucinate → Benzyl N2,N2-bis(tert-butoxycarbonyl)-5-(2,3-dichlorophenyl)-D-lysinate

https://huagongshe.com/reaction/20121

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN,N-bis(tert-butoxycarbonyl)-5-(2,3-dichlorophenyl)-6-nitro-D-norleucinateHCID 86595033—
ReactantHCID 178418361HCID 178418361—
SolventEthanolHCID 702—
ProductBenzyl N2,N2-bis(tert-butoxycarbonyl)-5-(2,3-dichlorophenyl)-D-lysinateHCID 86595032182.1%

Reaction Steps

To an EtOH rinsed (4×5 mL) slurry of Raney Ni (1 mL) was added a solution of benzyl (5R or S)—N,N-bis(tert-butoxycarbonyl)-5-(2,3-dichlorophenyl)-6-nitro-D-norleucinate (0.52 g, 0.85 mmol) in EtOH (5 mL). This slurry was hydrogenated under a balloon of hydrogen for 2 h. The reaction was filtered through Celite with more EtOH and concentrated to afford the title compound (0.45 g). MS 581 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07745427B2
Source datasetuspto-grants-2010_06
ORD IDord-7f2ef6f184904ac3ab264c8e535174e3
Source noteuspto-grants-2010_06