HuagongsheHuagongshe Chemistry Print Report · For research reference only
(RS)-N-benzyl-N-methyl-2-phenylglycinamide → (S)-N-benzyl-N-methyl-2-phenylglycinamide di(o-toluoyl)-L-tartrate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (RS)-N-benzyl-N-methyl-2-phenylglycinamide | HCID 22262712 | — |
| Reactant | Ditoluoyl-l-tartaric acid | HCID 129746773 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | (S)-N-benzyl-N-methyl-2-phenylglycinamide di(o-toluoyl)-L-tartrate | HCID 131724412 | — |
Reaction Steps
In a preferred embodiment, (RS)-N-benzyl-N-methyl-2-phenylglycinamide is treated with di(o-toluoyl)-L-tartaric acid in methanol at 20° C. The precipitated salt is filtered and washed with methanol, then dried providing (S)-N-benzyl-N-methyl-2-phenylglycinamide di(o-toluoyl)-L-tartrate with 92.7% d.e. (chiral HPLC). This material is reslurried in hot methanol, filtered, washed and dried to providing (S)-N-benzyl-N-methyl-2-phenylglycinamide di(o-toluoyl)-L-tartrate with 99% d.e. (37% overall yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07482368B2 |
| Source dataset | uspto-grants-2009_01 |
| ORD ID | ord-5941e9cf928c490ab78097ef6c9fba8d |
| Source note | uspto-grants-2009_01 |