HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → Boc-Gln-Gln-Gly-OMe
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Ethylmorpholine | HCID 7525 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | L-Glutamine, N2-[(1,1-dimethylethoxy)carbonyl]-, 4-nitrophenyl ester | HCID 7017891 | — |
| Reactant | HCID 178418300 | HCID 178418300 | — |
| Product | Boc-Gln-Gln-Gly-OMe | HCID 131714598 | 82% |
Reaction Steps
A solution of the residue obtained in the preceding step (theoretically 175.9 mM) in 500 ml of DMF, cooled on an ice bath, has 77.6 g of Boc-Gln-ONp (211.1 mM), 26.4 g of hydroxy benzotriazole (211.1 mM) and N-ethylmorpholine added thereto until a pH of 7 is obtained. After 20 hrs. of reaction at ambient temperature, the solution sets to a mass. By addition of ethyl acetate, a precipitate is obtained which is drained, washed with AcOEt and dried in vacuo. 64.27 g of product are obtained, viz. a yield of 82%. Monitored by NMR and TLC.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04707541 |
| Source dataset | uspto-grants-1987_11 |
| ORD ID | ord-680da28ce67446c8b205036fcd0bad98 |
| Source note | uspto-grants-1987_11 |