Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium | HCID 5360545 | — |
| Reactant | Aluminum;lithium | HCID 16211445 | — |
| Reactant | HCID 86595608 | HCID 86595608 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 21914852 | HCID 21914852 | 78.2% |
Reaction Steps
To a solution of the compound obtained in Step 1 (3.93 g) in THF (80 mL) was added lithium aluminium hydirde (499 mg) slowly (over 15 min) at 5–10° C. (under ice-cooling). The mixture was stirred at 5° C. for 1 h. 30 mL of aquaous solution of sodium pottasium tartrate (1M) was added slowly under ice-cooling, and then the mixture was stirred for another 0.5 h at r.t. The mixture was extracted with ethyl acetate, and the organic layer was dried over MgSO4, and concecntrated in vacuo to give pale yellow oil. This oil was triturated with IPE and EtOAc to give tert-butyl (4-{2-[2-(acetylamino)-5-formyl-1,3-thiazol-4-yl]ethyl}phenyl)carbamate as pale yellow powder (2.67 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07125901B2 |
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| Source dataset | uspto-grants-2006_10 |
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| ORD ID | ord-a4c102456eb2400eb559cd039294289d |
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| Source note | uspto-grants-2006_10 |
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