HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → N-Carbobenzoxysarcosine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Triethylsilane | HCID 12052 | — |
| Reactant | Benzyloxycarbonylglycine | HCID 14349 | — |
| Reactant | 2-Oxazolidinone | HCID 73949 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | N-Carbobenzoxysarcosine | HCID 97053 | 48% |
Reaction Steps
The oxazolidinone from Cbz-glycine (221 mg, 1.0 mmole) was dissolved in 10 ml of CHCl3 and triethylsilane (193 ∥l=174 mg, 1.5 mmoles) and trifluoroacetic acid (770 μl, 10 mmoles) were added. The solution was stirred at room temperature for 2 hrs. and concentrated in vacuo. CHCl3 was added and the solution was reconcentrated to a colorless oil. Silica gel chromatography gave 107 mg (48%) of Cbz-sarcosine, identified by NMR (N-Me, 2.98 ppm) and amino acid analysis.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04535167 |
| Source dataset | uspto-grants-1985_08 |
| ORD ID | ord-9817e6cc60184ba48a7cc56b80e3695f |
| Source note | uspto-grants-1985_08 |