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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2380112Generated: November 1, 2026

Triethylamine → (2S, 4S, 5S)-5-{N-[2(R)-(1-Naphthylmethyl)-3-(morpholinocarbonyl)propionyl]-3-(4-thiazolyl)-L-alanyl}amino-6-cyclohexyl-4-hydroxy-2-(1-ethyl-1-hydroxypropyl)-N-methylhexanamide

https://huagongshe.com/reaction/2380112

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantDiethyl cyanophosphonateHCID 76257—
Reactant(2R)-3-(Morpholinocarbonyl)-2-(1-naphthylmethyl)-propionic acidHCID 13913945—
Reactant(2S, 4S, 5S)-5-[N-(t-butoxycarbonyl)-3-(4-thiazolyl)-L-alanyl]amino-6-cyclohexyl-4-hydroxy-2-(1-ethyl-1-hydroxypropyl)-N-methylhexanamideHCID 14989091—
Product(2S, 4S, 5S)-5-{N-[2(R)-(1-Naphthylmethyl)-3-(morpholinocarbonyl)propionyl]-3-(4-thiazolyl)-L-alanyl}amino-6-cyclohexyl-4-hydroxy-2-(1-ethyl-1-hydroxypropyl)-N-methylhexanamideHCID 1498906488%

Reaction Steps

A procedure similar to that described in Example 2 was repeated, except that 120 mg (0.21 mmoles) of (2S, 4S, 5S)-5-[N-(t-butoxycarbonyl)-3-(4-thiazolyl)-L-alanyl]amino-6-cyclohexyl-4-hydroxy-2-(1-ethyl-1-hydroxypropyl)-N-methylhexanamide [prepared as described in Example 18(a)], 81 mg (0.25 mmoles) of 2(R)-(1-naphthylmethyl)-3-(morpholinocarbonyl)propionic acid, 0.04 ml (0.26 mmoles) of diethyl cyanophosphate, and 0.09 ml (0.65 mmoles) of triethylamine were used, to obtain 144 mg (yield 88%) of the title compound as a white amorphous substance.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05364844
Source datasetuspto-grants-1994_11
ORD IDord-8d88f7b0357e4b72a29159fb61ba7ee6
Source noteuspto-grants-1994_11