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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 431510Generated: November 1, 2026

Diazomethane → 2-(5-(((2s)-2-(1-Adamantylmethoxycarbonylamino)-2-tert-butoxycarbonyl-ethyl)carbamoyl)-2-thienyl)-cyclopropancarboxylic acid methyl ester

https://huagongshe.com/reaction/431510

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiazomethaneHCID 9550—
Reactant3(5-(((2s)-2-(1-Adamantylmethoxycarbonylamino)-2-tert-butoxycarbonyl-ethyl)carbamoyl)-2-thienyl)-acrylic acid methyl esterHCID 57143301—
Catalystpalladium(II) acetateHCID 167845—
SolventDiethyl EtherHCID 3283—
Product2-(5-(((2s)-2-(1-Adamantylmethoxycarbonylamino)-2-tert-butoxycarbonyl-ethyl)carbamoyl)-2-thienyl)-cyclopropancarboxylic acid methyl esterHCID 57248699—

Reaction Steps

The compound was synthesized analogously to example 3, step b) from 108 mg (0.2 mmol) of 3-(5-(((2S)-2-(1-adamantylmethoxycarbonylamino)-2-tert-butoxycarbonylethyl)carbamoyl)-2-thienyl)-acrylic acid methyl ester and a diazomethane solution in ether (generated from 0.5 g of N-nitroso-N-methyl-urea) in the presence of 10 mg palladium diacetate. 105 mg of a colourless oil were obtained which was sufficiently pure for use in the subsequent step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06660728B2
Source datasetuspto-grants-2003_12
ORD IDord-6b843c28d9ee41b8981cea3ec12955c1
Source noteuspto-grants-2003_12