HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dicyclohexylcarbodiimide → HCID 86649294, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | (3R*,5S*)-1-(tert-butoxycarbonyl)-5-[({2-tert-butyl-4-[(2-furylmethyl)amino]pyrimidin-5-yl}carbonyl)(isobutyl)amino]piperidine-3-carboxylic acid | HCID 59625458 | — |
| Reactant | HCID 178434708 | HCID 178434708 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 86649294 | HCID 86649294 | 58.3% |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
(3R*,5S*)-1-(tert-Butoxycarbonyl)-5-[({2-tert-butyl-4-[(2-furylmethyl)amino]pyrimidin-5-yl}carbonyl)(isobutyl)amino]piperidine-3-carboxylic acid (120 mg) and 5-methyl-1H-tetrazole (22 mg) were suspended in toluene (3 ml), DCC (60 mg) was added and the mixture was stirred at 100° C. for 14 hr. The reaction mixture was cooled to room temperature, and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography, and the fraction eluted with ethyl acetate-hexane (5:95-75:25) was concentrated under reduced pressure to give the object compound (74.7 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08329691B2 |
| Source dataset | uspto-grants-2012_12 |
| ORD ID | ord-70957f8518a542f5ba3889521aa74d0c |
| Source note | uspto-grants-2012_12 |