HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Chloride → O-Benzyl-N-benzyloxycarbonyltyrosinol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Chloride | HCID 5234 | — |
| Reactant | Lithium Chloride | HCID 433294 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | O-benzyl-N-benzyloxycarbonyltyrosine methyl ester | HCID 10916769 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | O-Benzyl-N-benzyloxycarbonyltyrosinol | HCID 22863341 | 99.9% |
Reaction Steps
27.25 g of O-benzyl-N-benzyloxycarbonyltyrosine methyl ester was dissolved in a mixed solvent of 185 ml of ethanol and 122 ml of tetrahydrofuran, and to the solution were added 5.8 g of lithium chloride and 5.2 g of sodium borohydride under ice cooling. The reaction mixture was stirred at a room temperature for 18 hours, and after the addition of 500 ml of saturated sodium chloride aqueous solution, extracted twice with 300 ml of chloroform. The extract was dried over magnesium sulfate and concentrated under a reduced pressure to obtain 25.4 g of the title compound as colorless crystals
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05245034 |
| Source dataset | uspto-grants-1993_09 |
| ORD ID | ord-915998a24bba4f2190531cc7ca53e3a6 |
| Source note | uspto-grants-1993_09 |