HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → Tert-butyl (2-{4-[4-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)thiazol-2-yl]piperidin-1-yl}ethyl)carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | tert-butyl N-(2-oxoethyl)carbamate | HCID 4247255 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | 4-[4-(5,5,8,8-Tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)thiazol-2-yl]piperidine hydrobromide | HCID 67166230 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | Tert-butyl (2-{4-[4-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)thiazol-2-yl]piperidin-1-yl}ethyl)carbamate | HCID 44622055 | — |
Reaction Steps
10 ml of THF and 200 μl of glacial acetic acid are added to 200 mg (0.46 mmol) of 4-[4-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)thiazol-2-yl]piperidine hydrobromide, and 154 mg (0.92 mmol) of tert-butyl (2-oxoethyl)carbamate are added. 195 mg (0.92 mmol) of sodium trisacetoxyborohydride are subsequently added, and the reaction mixture is stirred at room temperature for 24 h. The reaction mixture is filtered, the mother liquor is evaporated, and the residue is purified by preparative HPLC, giving “A37”;
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08436186B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-37b797f1a84645e5a0a733930b840122 |
| Source note | uspto-grants-2013_05 |