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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1780246Generated: October 31, 2026

Hydrochloric Acid → 1-[(2S,3S)-3-{N2-[4-(Benzyloxycarbonylamino)phenoxyacetyl]-L-asparaginyl}amino-2-hydroxy-4-phenylbutyryl]-N-t-butyl-L-prolinamide

https://huagongshe.com/reaction/1780246

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant1-[(2S,3S)-3-(N2-t-Butoxycarbonyl-L-asparaginyl)amino-2-hydroxy-4-phenylbutyryl]-N-t-butyl-L-prolinamideHCID 10554908—
Reactant2-(4-(((Benzyloxy)carbonyl)amino)phenoxy)acetic acidHCID 19049832—
Reactant1-[(2S,3S)-3-L-asparaginylamino-2-hydroxy-4-phenylbutyryl]-N-t-butyl-L-prolinamide hydrochlorideHCID 67722782—
Solvent1,4-DioxaneHCID 31275—
Product1-[(2S,3S)-3-{N2-[4-(Benzyloxycarbonylamino)phenoxyacetyl]-L-asparaginyl}amino-2-hydroxy-4-phenylbutyryl]-N-t-butyl-L-prolinamideHCID 7004899273.4%

Reaction Steps

Following a procedure similar to that described in Example 14, but using 99.8 mg (0.33 mmol) of 4-(benzyloxycarbonylamino)phenoxyacetic acid (prepared as described in Preparation 15) and 150 mg (0.30 mmol) of 1-[(2S,3S)-3-(L-asparaginylamino)-2-hydroxy-4-phenylbutyryl]-N-t-butyl-L-prolinamide hydrochloride {prepared by treating 1-[(2S,3S)-3-(N2 -t-butoxycarbonyl-L-asparaginyl)amino-2-hydroxy-4-phenylbutyryl]-N-t-butyl-L-prolinamide, the compound prepared as described in Example 15, with a 4N solution of hydrogen chloride in dioxane), 164 mg of the title compound were obtained as a white powder, melting at 103°-105° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05629406
Source datasetuspto-grants-1997_05
ORD IDord-e89a5a81c2ac465d8ff00683afb580ac
Source noteuspto-grants-1997_05