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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 236509Generated: October 29, 2026

N-[Nalpha-(3-hexadecanoyloxyoctadecanoyl)-Nepsilon-benzyloxycarbonyl-L-lysyl]-L-threonine → N-[N-(3-hexadecanoyloxyoctadecanoyl)-L-lysyl]-L-threonine

https://huagongshe.com/reaction/236509

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-[Nalpha-(3-hexadecanoyloxyoctadecanoyl)-Nepsilon-benzyloxycarbonyl-L-lysyl]-L-threonineHCID 86741316—
CatalystPalladiumHCID 23938—
SolventTetrahydrofuranHCID 8028—
ProductN-[N-(3-hexadecanoyloxyoctadecanoyl)-L-lysyl]-L-threonineHCID 5394514463.6%

Reaction Steps

N-[Nα -(3-hexadecanoyloxyoctadecanoyl)-Nε -benzyloxycarbonyl-L-lysyl]-L-threonine (2.4 g) prepared by the method of Example 40 was dissolved in tetrahydrofuran (30 ml), and palladium black (0.3 g) added thereto. The mixture was subjected to catalytic hydrogenation at atmospheric pressure. The reaction mixture was filtered and the filtrate was concentrated under reduced pressure. The residue was purified by column chromatography on silica gel. Elution with a mixture of chloroform and methanol (50:1) afford powder of N-[N-(3-hexadecanoyloxyoctadecanoyl)-L-lysyl]-L-threonine (1.3 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04643990
Source datasetuspto-grants-1987_02
ORD IDord-9dbe2c0ad1e249e9ba4aaa7c4e69ccff
Source noteuspto-grants-1987_02