HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → HCID 13018385, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Benzyl chloroformate | HCID 10387 | — |
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | N-Hydroxysuccinimide | HCID 80170 | — |
| Reactant | 4-Amino-2-hydroxybutyric acid, (S)-(-)- | HCID 2733929 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 13018385 | HCID 13018385 | — |
Reaction Steps
A mixture of the N-Cbz protected (S)-4-amino-2-hydroxybutanoic acid (76 mg, 0.300 mmol, prepared from treatment of 1.0 eq. of the acid with 1.2 eq. of benzyl chloroformate in the presence of 2.1 equiv. of sodium carbonate at 0–5° C. overnight, [α]D25=−61°), N-hydroxysuccinimide (38 mg, 0.318 mmol), and DCC (63 mg, 0.300 mmol) in anhydrous THF (3.5 mL) was stirred at room temperature under an atmosphere of argon for 2 h. This solution was directly used for the syntheses of 29–31.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07220727B2 |
| Source dataset | uspto-grants-2007_05 |
| ORD ID | ord-26ded2bdee154efeb6b671bac5376ae8 |
| Source note | uspto-grants-2007_05 |