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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 275619Generated: October 25, 2026

N-[(benzyloxy)carbonyl]-3-(imidazol-1-yl)-L-alanine → (S)-alpha-amino-N-[(1S,2R,3S)-1-(cyclohexylmethyl)-3-cyclopropyl-2,3-dihydroxypropyl]-3-(imidazol-1-yl)propionamide

https://huagongshe.com/reaction/275619

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-[(benzyloxy)carbonyl]-3-(imidazol-1-yl)-L-alanineHCID 10859191—
Reactant(1S,2R,3S)-3-amino-4-cyclohexyl-1-cyclopropyl-1,2-butanediolHCID 14930738—
Product(S)-alpha-amino-N-[(1S,2R,3S)-1-(cyclohexylmethyl)-3-cyclopropyl-2,3-dihydroxypropyl]-3-(imidazol-1-yl)propionamideHCID 53847799—

Reaction Steps

In an analogous manner to that described above, by the condensation of N-[(benzyloxy)carbonyl]-3-(imidazol-1-yl)-L-alanine and (1S,2R,3S)-3-amino-4-cyclohexyl-1-cyclopropyl-1,2-butanediol followed by catalytic hydrogenation there was obtained (S)-α-amino-N-[(1S,2R,3S)-1-(cyclohexylmethyl)-3-cyclopropyl-2,3-dihydroxypropyl]-3-(imidazol-1-yl)propionamide, MS: 365 (M+H)+, as a colourless foam.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05393875
Source datasetuspto-grants-1995_02
ORD IDord-b0c472b56fac4fe298992e5ae710996e
Source noteuspto-grants-1995_02