HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → (S)-2-Amino-2-(5-(4-(octyloxy)-3-(trifluoromethyl)phenyl)-1,3,4-thiadiazol-2-yl)propyl dihydrogen phosphate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Diethyl chlorophosphate | HCID 13139 | — |
| Reactant | Bromotrimethylsilane | HCID 76113 | — |
| Reactant | 1,3,4-Thiadiazole-2-ethanol, beta-amino-beta-methyl-5-[4-(octyloxy)-3-(trifluoromethyl)phenyl]-, (betaS)- | HCID 25060421 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (S)-2-Amino-2-(5-(4-(octyloxy)-3-(trifluoromethyl)phenyl)-1,3,4-thiadiazol-2-yl)propyl dihydrogen phosphate | HCID 59384310 | 5.7% |
Reaction Steps
Crude product from E3 (30 mg, 0.069 mmol) was added to diethylchlorophosphate (100 μL, 0.69 mmol) and triethylamine (194 μL, 1.39 mmol,) in DCM and stirred for approx 36 hrs. The reaction mixture was then condensed and treated with bromotrimethylsilan (0.3 mL) in DCM (5 mL) to provide the title compound (˜2 mg). MS (ESI): 511.98 (MH+),
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07759370B2 |
| Source dataset | uspto-grants-2010_07 |
| ORD ID | ord-e1b0eed9969d45209b1534b3feef85b2 |
| Source note | uspto-grants-2010_07 |