HuagongsheHuagongshe Chemistry Print Report · For research reference only
t-Butyl 2-benzyloxycarbonylamino-2-carbamoyl-3-[(-)-menthyloxycarbonyl]propionate → t-butyl (2R)-2-benzyloxycarbonylamino-2-carbamoyl-3-[(-)-menthyloxycarbonyl]propionate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | t-Butyl 2-benzyloxycarbonylamino-2-carbamoyl-3-[(-)-menthyloxycarbonyl]propionate | HCID 66704225 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | t-butyl (2R)-2-benzyloxycarbonylamino-2-carbamoyl-3-[(-)-menthyloxycarbonyl]propionate | HCID 66704172 | 8.8% |
Reaction Steps
t-Butyl 2-benzyloxycarbonylamino-2-carbamoyl-3-[(−)-menthyloxycarbonyl]propionate (500 mg) was dissolved in acetone (2.5 g) under heating and placed in a freezer overnight. The precipitated crystals were filtered and dried to give t-butyl (2R)-2-benzyloxycarbonylamino-2-carbamoyl-3-[(−)-menthyloxycarbonyl]propionate (44 mg, yield 8.8%) as a white crystal. Optical purity of (2R)-derivative: 79.1% d.e.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08030486B2 |
| Source dataset | uspto-grants-2011_10 |
| ORD ID | ord-88d85dde096d41ab9b06d2feb56616c0 |
| Source note | uspto-grants-2011_10 |