HuagongsheHuagongshe Chemistry Print Report · For research reference only
Disodium 2,3-dihydroxybutanedioate → HCID 45091916, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Disodium 2,3-dihydroxybutanedioate | HCID 13355 | — |
| Reactant | Diisobutylaluminum hydride | HCID 14487 | — |
| Reactant | HCID 57918176 | HCID 57918176 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 45091916 | HCID 45091916 | — |
Reaction Conditions
| Temperature | -78 °C |
|---|
Reaction Steps
To a solution of Trans-2-(tert-Butoxycarbonylamino-methyl)-cyclopropanecarboxylic acid ethyl ester (0.320 g, 1.3 mmol), in toluene (5 mL) at −78° C. a 1.2M solution of DIBAL-H (1.86 mL, 2.2 mmol) in toluene was added. The mixture was stirred at −78° C. until TLC after 0.5 h indicated completion of the reaction. A saturated solution of sodium tartrate was added and the water was extracted three times with dichloromethane. The combined organic layers were washed with water and brine, dried over magnesium sulfate, filtered and evaporated. The crude product was used without purification on the next step. MS (m/e): 200.3 (M+H+)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08415350B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-42b0c9bdafab49f2a8733970544f1492 |
| Source note | uspto-grants-2013_04 |