HuagongsheHuagongshe Chemistry Print Report · For research reference only
D-Aspartic Acid → (R)-Benzyl (2,5-dioxotetrahydrofuran-3-yl)carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | D-Aspartic Acid | HCID 83887 | — |
| Reactant | Potassium Bromide | HCID 253877 | — |
| Reactant | (2R)-2-(((benzyloxy)carbonyl)amino)butanedioic acid | HCID 5289152 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | (R)-Benzyl (2,5-dioxotetrahydrofuran-3-yl)carbamate | HCID 12416472 | 80% |
Reaction Steps
N-(Benzyloxycarbonyl)-D-aspartic anhydride (25) is prepared from N-(benzyloxycarbonyl)-D-aspartic acid (24) by the method of McGarvey et al. (G. J. McGarvey et al., J. Amer. Chem. Soc., 1986, 108, 4943) with an overall yield of 80% with respect to D-aspartic acid (D-23). The melting point is 126-127° C. [α]D+26° (c 1.22, MeOH). Infrared (KBr): 1529, 1697 (O—CO—N), 1781 and 1866 (anhydride).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06660769B1 |
| Source dataset | uspto-grants-2003_12 |
| ORD ID | ord-031121235b564c0bbb4e867ab7adb240 |
| Source note | uspto-grants-2003_12 |