Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Reactant | HCID 86699952 | HCID 86699952 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 73294501 | HCID 73294501 | 37% |
Reaction Steps
Under nitrogen atmosphere at 0° C., to a stirred mixture of employing (2R,3S)-2-(heptoxycarbonylamino)-3-hydroxy-butanoic acid (0.3 g, 1.14 mmol) in dry CH2Cl2 (30 mL), Et3N (0.48 mL, 3.44 mmol) and subsequently TBTU (0.44 g, 1.37 mmol) were added. The mixture was left stirring 1 h at 0° C. and 15 h at rt. Upon full conversion of the starting material, the organics were removed under reduced pressure, and the resulting crude product absorbed over silica gel and purified by typical column chromatography, eluting with Cy:EtOAc (from 100:0 to 0:100) to afford the title compound (0.10 g, 37%), as white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09353075B2 |
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| Source dataset | uspto-grants-2016_05 |
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| ORD ID | ord-f90f8f6b4fde40b388339c767f7dcc43 |
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| Source note | uspto-grants-2016_05 |
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