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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 433785Generated: October 29, 2026

(2S,3S,5S)-2-amino-5-(N-((5-thiazolyl)methoxycarbonyl) amino)-1,6-diphenyl-3-hydroxyhexane → 12-Oxa-2,7,10-triazatetradecanoic acid, 5-hydroxy-9-(1-methylethyl)-14-(2-(1-methylethyl)-4-thiazolyl)-8,11-dioxo-3,6-bis(phenylmethyl)-, 5-thiazolylmethyl ester, (3S-(3R*,5R*,6R*,9R*))-

https://huagongshe.com/reaction/433785

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(2S,3S,5S)-2-amino-5-(N-((5-thiazolyl)methoxycarbonyl) amino)-1,6-diphenyl-3-hydroxyhexaneHCID 10812314—
ReactantN-((2-(2-isopropyl-4-thiazolyl)ethoxy)carbonyl)valineHCID 10829088—
Product12-Oxa-2,7,10-triazatetradecanoic acid, 5-hydroxy-9-(1-methylethyl)-14-(2-(1-methylethyl)-4-thiazolyl)-8,11-dioxo-3,6-bis(phenylmethyl)-, 5-thiazolylmethyl ester, (3S-(3R*,5R*,6R*,9R*))-HCID 482951—

Reaction Steps

Using the procedure of Example 1U, but replacing N-((N-methyl-N-((2-isopropyl-4-thiazolyl)methyl)amino)carbonyl)-L-valine with N-((2-(2-isopropyl-4-thiazolyl)ethoxy)carbonyl)valine and replacing (2S,3S,5S)-5-amino-2-(N-((5-thiazolyl)methoxycarbonyl)amino)-1,6-diphenyl-3-hydroxyhexane with (2S,3S,5S)-2-amino-5-(N-((5-thiazolyl)methoxycarbonyl)amino)-1,6-diphenyl-3-hydroxyhexane provided, after purification by silica gel chromatography using 99:1 CHCl3:CH3OH, 50 mg (30%) of the desired compound (Rf 0.3, 95:5 CHCl3:CH3OH) as a solid, mp 159-160° C. Mass spectrum: (M+H)+=722 HRMS. Exact mass calcd for C37H47N5O6S2: 722.3046. Found: 722.3036.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06667404B2
Source datasetuspto-grants-2003_12
ORD IDord-aad851783d454109aab1f4345c55605c
Source noteuspto-grants-2003_12