HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dicyclohexylcarbodiimide → Boc-(D)Ala-Gly-OBzl
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | 3a,4,7,7a-Tetrahydro-2-hydroxy-4,7-methano-1H-isoindole-1,3(2H)-dione | HCID 89529 | — |
| Reactant | Benzyl glycinate | HCID 409140 | — |
| Reactant | BOC-D-alanine | HCID 637606 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | Boc-(D)Ala-Gly-OBzl | HCID 15567200 | — |
Reaction Steps
To 7.4 g H-Gly-OBzl.p-Tos-OH, 100 ml acetonitrile was added, and this was followed by cooling with ice, then 3.1 ml TEA, 3.78 g Boc-D-Ala-OH, 3.96 g HONB and 4.54 g DCC were added, and this was followed by agitation for one night. The resulting DCU was filtered, and the filtrate was concentrated, then the resulting residue was dissolved in 300 ml AcOEt. The resulting solution was washed with 4% aqueous NaHCO3 and 10% aqueous citrate, after which it was dried with Na2SO4. The dried product, after concentration, was crystallized with petroleum benzine and collected by filtration.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05159061 |
| Source dataset | uspto-grants-1992_10 |
| ORD ID | ord-19479433fbc3461c879e4c0ae89705b2 |
| Source note | uspto-grants-1992_10 |