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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1768841Generated: October 31, 2026

(S)-2-((tert-Butoxycarbonyl)amino)-3-(thiazol-4-yl)propanoic acid → (2R, 4S, 5S)-5-[N-(t-Butoxycarbonyl)-3-(4-thiazolyl)-L-alanyl]amino-6-cyclohexyl-4-hydroxy-2-methyl-N-propylhexanamide

https://huagongshe.com/reaction/1768841

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(S)-2-((tert-Butoxycarbonyl)amino)-3-(thiazol-4-yl)propanoic acidHCID 2734486—
Reactant(2R, 4S, 5S)-5-(t-butoxycarbonyl)amino-6-cyclohexyl-4-hydroxy-2-methyl-N-propylhexanamideHCID 57031843—
Product(2R, 4S, 5S)-5-[N-(t-Butoxycarbonyl)-3-(4-thiazolyl)-L-alanyl]amino-6-cyclohexyl-4-hydroxy-2-methyl-N-propylhexanamideHCID 1504576878%

Reaction Steps

The procedure described in Example 5(a) was repeated, but using 280 mg (0.728 mmole) of (2R, 4S, 5S)-5-(t-butoxycarbonyl)amino-6-cyclohexyl-4-hydroxy-2-methyl-N-propylhexanamide (prepared as described in Preparation 18) and 204 mg (0.75 mmole) of N-(t-butoxycarbonyl)-3-(4-thiazolyl)-L-alanine, to afford 306 mg of the title compound as colorless crystals, melting at 182°-184° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05378689
Source datasetuspto-grants-1995_01
ORD IDord-1596f344af094f9ba9d1b7310a8d3a7c
Source noteuspto-grants-1995_01