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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 431509Generated: October 30, 2026

tert-Butyl (2S)-(adamant-1-ylmethoxycarbonylamino)-3-aminopropionate → 3(5-(((2s)-2-(1-Adamantylmethoxycarbonylamino)-2-tert-butoxycarbonyl-ethyl)carbamoyl)-2-thienyl)-acrylic acid methyl ester

https://huagongshe.com/reaction/431509

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-Butyl (2S)-(adamant-1-ylmethoxycarbonylamino)-3-aminopropionateHCID 53917304—
Reactant5-(2-Methoxycarbonyl-vinyl)-thiophene-2-carboxylic acidHCID 54208961—
SolventEthylacetate heptaneHCID 21899848—
Product3(5-(((2s)-2-(1-Adamantylmethoxycarbonylamino)-2-tert-butoxycarbonyl-ethyl)carbamoyl)-2-thienyl)-acrylic acid methyl esterHCID 5714330132.4%

Reaction Steps

The title compound was synthesized analogously to example 3, step a) from 360 mg (1.84 mmol) of 5-(2-methoxycarbonyl-vinyl)-thiophene-2-carboxylic acid and 650 mg (1.84 mmol) of (2S)-2-(1-adamantylmethoxycarbonylamino)-3-amino-propionic acid tert-butyl ester. After chromatography (silica gel; ethyl acetate/n-heptane (1/1, v/v)) 326 mg of the title compound were obtained as colourless crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06660728B2
Source datasetuspto-grants-2003_12
ORD IDord-29605b1cd5474ed1979905fa1cc2d23b
Source noteuspto-grants-2003_12