HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dicyclohexylcarbodiimide → Benzyl (tert-butoxycarbonyl)glycylglycinate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | N-(tert-butoxycarbonyl)glycine | HCID 78288 | — |
| Reactant | Benzyl glycinate | HCID 409140 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Benzyl (tert-butoxycarbonyl)glycylglycinate | HCID 3244524 | — |
Reaction Steps
A 10-20% excess of BOC-Gly-OH is coupled to the H-Gly-O-Bzl with DCC in dichloromethane for one hour. The solution is filtered and the solvent is removed on a rotary evaporator. The residue is taken up in ethyl acetate and washed successively with 1M KHSO4, water, saturated NaHCO3 solution, and water. The ethyl acetate solution is dried over MgSO4, filtered, and the solvent is removed on a rotary evaporator to form BOC-Gly-Gly-O-Bzl as a semisolid oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05252559 |
| Source dataset | uspto-grants-1993_10 |
| ORD ID | ord-01c2877cc5234d79a3321f944ac57664 |
| Source note | uspto-grants-1993_10 |