HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzyl chloroformate → HCID 59369842, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzyl chloroformate | HCID 10387 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-methyl-5-phenyl-1,3-thiazole-4-carboxylic Acid | HCID 943535 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 59369842 | HCID 59369842 | — |
Reaction Steps
To a solution of racemic 7-1 (7.2 g, 63.6 mmol, synthesized as in Example 1) in dichloromethane (320 mL) at 0° C. was added diisopropylethylamine (10.7 g, 83.0 mmol) followed by CbzCl (11.9 g, 70.0 mmol) and the reaction mixture was slowly warmed to ambient temperature over 48 h. The mixture was then quenched with water and extracted with dichloromethane. The combined organic layers were dried over MgSO4 and concentrated to an oil. The oil was purified by normal phase silica gel chromatography (0 to 100% EtOAc in hexanes) to afford the product as an oil. ESI+ MS: [M+H]+ 248.3.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08030495B2 |
| Source dataset | uspto-grants-2011_10 |
| ORD ID | ord-4cb85c0c9e7843bfba00139727e7958f |
| Source note | uspto-grants-2011_10 |