HuagongsheHuagongshe Chemistry Print Report · For research reference only
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
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | tert-Butyl (2S)-(adamant-1-ylmethoxycarbonylamino)-3-aminopropionate | HCID 53917304 | — |
| Reactant | 5-(2-Methoxycarbonyl-vinyl)-thiophene-2-carboxylic acid | HCID 54208961 | — |
| Solvent | Ethylacetate heptane | HCID 21899848 | — |
| Product | 3(5-(((2s)-2-(1-Adamantylmethoxycarbonylamino)-2-tert-butoxycarbonyl-ethyl)carbamoyl)-2-thienyl)-acrylic acid methyl ester | HCID 57143301 | 32.4% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06660728B2 |
| Source dataset | uspto-grants-2003_12 |
| ORD ID | ord-29605b1cd5474ed1979905fa1cc2d23b |
| Source note | uspto-grants-2003_12 |