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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1242583Generated: October 30, 2026

(2S)-5-(tert-butoxy)-2-{[(tert-butoxy)carbonyl]amino}-5-oxopentanoic acid → tert-butyl (4S)-4-{3-[(2S,4EZ)-1-([1,1'-biphenyl]-4-ylcarbonyl)-4-(methoxyimino)pyrrolidinyl]-1,2,4-oxadiazol-5-yl}-4-[(tert-butoxycarbonyl)amino]butanoate

https://huagongshe.com/reaction/1242583

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(2S)-5-(tert-butoxy)-2-{[(tert-butoxy)carbonyl]amino}-5-oxopentanoic acidHCID 6993432—
Reactant(2S,4EZ)-1-([1,1'-biphenyl]-4-ylcarbonyl)-N'-hydroxy-4-(methoxyimino)-2-pyrrolidinecarboximidamideHCID 90995821—
Producttert-butyl (4S)-4-{3-[(2S,4EZ)-1-([1,1'-biphenyl]-4-ylcarbonyl)-4-(methoxyimino)pyrrolidinyl]-1,2,4-oxadiazol-5-yl}-4-[(tert-butoxycarbonyl)amino]butanoateHCID 5871452975%

Reaction Steps

Following the general method as outlined in Example 15, starting from (2S,4EZ)-1-([1,1′-biphenyl]-4-ylcarbonyl)-N′-hydroxy-4-(methoxyimino)-2-pyrrolidinecarboximidamide (Intermediate 8) and (2S)-5-tert-butoxy-2-[(tert-butoxycarbonyl)amino]-5-oxopentanoic acid, the title compound was obtained in 75% yield (78.9% purity by HPLC).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07115639B2
Source datasetuspto-grants-2006_10
ORD IDord-67097b76daa245049d457e717b47dbcc
Source noteuspto-grants-2006_10