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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 923720Generated: October 31, 2026

Diisopropylethylamine → Tert-Butyl 4-(3-(Tert-Butyldisulfanyl)-2-(Isobutoxycarbonylamino)Propanamido)Piperidine-1-Carboxylate

https://huagongshe.com/reaction/923720

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant4-Amino-1-Boc-piperidineHCID 1268291—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
Reactant3-(Tert-Butyldisulfanyl)-2-(Isobutoxycarbonylamino)Propanoic AcidHCID 87103312—
SolventDimethylformamideHCID 6228—
ProductTert-Butyl 4-(3-(Tert-Butyldisulfanyl)-2-(Isobutoxycarbonylamino)Propanamido)Piperidine-1-CarboxylateHCID 87107224—

Reaction Steps

To the acid from Example 59 (6.98 g, 22.6 mmol) in DMF (50 ml was added HATU (8.58 g, 22.6 mmol). After 30 min, Hunig base (4.71 ml, 27.1 mmol) and 1-Boc-4-amino piperidine (5.43 g, 27.1 mmol) were added to the mixture. The reaction was continued stirring at RT for another 3 h. DMF was removed at high vacuum, the crude residue was dissolved in EtAc (300 ml), washed with H2O (50 ml×3). The title compound was obtained after ISCO purification (5% MeOH/DCM).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09278987B2
Source datasetuspto-grants-2016_03
ORD IDord-42028ecd482a4a6fa8304391e0a2b61f
Source noteuspto-grants-2016_03