HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2205051Generated: November 3, 2026
Decyl isocyanate → (R)-tert-butyl 2-(benzyloxycarbonylamino)-3-((R)-2,3-bis(decylcarbamoyloxy)propylthio)propanoate
https://huagongshe.com/reaction/2205051
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Decyl isocyanate | HCID 4420451 | — |
| Reactant | (R)-tert-butyl 2-(benzyloxycarbonylamino)-3-((R)-2,3-dihydroxypropylthio)propanoate | HCID 67400883 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Benzene | HCID 241 | — |
| Product | (R)-tert-butyl 2-(benzyloxycarbonylamino)-3-((R)-2,3-bis(decylcarbamoyloxy)propylthio)propanoate | HCID 71294375 | — |
Reaction Steps
A solution of (R)-tert-butyl 2-(benzyloxycarbonylamino)-3-((R)-2,3-dihydroxypropylthio)propanoate (13) was stirred in anhydrous benzene (0.1 M) under nitrogen at room temperature. Decyl isocyanate (2.02 eq) and DMAP (dimethylaminopyridine, 2.02 eq) were added and the resulting mixture heated to 40° C. and stirred overnight. The reaction mixture was concentrated to remove benzene then reconstituted in DCM and purified on a COMBIFLASH® system (ISCO) using a gradient of 0-50% EtOAc/Hex to give the title product as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09365506B2 |
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| Source dataset | uspto-grants-2016_06 |
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| ORD ID | ord-20366cdf03074857a605f123df832083 |
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| Source note | uspto-grants-2016_06 |
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