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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 893059Generated: October 30, 2026

(4S)-4-(Aminomethyl)-1-(tert-butoxycarbonyl)-L-proline → 1-(1,1-Dimethylethyl) (2S,4R)-4-(aminomethyl)-1,2-pyrrolidinedicarboxylate

https://huagongshe.com/reaction/893059

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(4S)-4-(Aminomethyl)-1-(tert-butoxycarbonyl)-L-prolineHCID 14842646—
ReactantHCID 14842663HCID 14842663—
Product1-(1,1-Dimethylethyl) (2S,4R)-4-(aminomethyl)-1,2-pyrrolidinedicarboxylateHCID 1484264967%

Reaction Steps

Cyano acid benzyl acid ester 36 (3.0 g, 9.1 mmol) was hydrogenated as for the synthesis of 12, and the product was crystallized from water/ethanol/ether to give 1.5 g (67% yield), m.p.=230°-231° C. 1H NMR (D2O) δ1.41/1.46 (2s, 9H), 2.11 (m, 1H), 2.60 (m, 1H), 3.12 (m, 2H), 3.73 (m, 1H), 4.17 (dd, J=9.0/3.9,1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05120859
Source datasetuspto-grants-1992_06
ORD IDord-aa7c69cc12b047a28a1b9a5c6641afe6
Source noteuspto-grants-1992_06