HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → Boc-Pro-Thr(OBzl)-OH
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | L-Threonine | HCID 6288 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | 1,2-Pyrrolidinedicarboxylic acid, 1-(1,1-dimethylethyl) ester, (2S)- | HCID 85083 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 1,2-Pyrrolidinedicarboxylic acid, 1-(1,1-dimethylethyl) 2-(2,5-dioxo-1-pyrrolidinyl) ester, (2S)- | HCID 853883 | — |
| Solvent | Water | HCID 962 | — |
| Product | Boc-Pro-Thr(OBzl)-OH | HCID 14836683 | — |
Reaction Steps
Boc-Pro-Thr(OBzl)-OH was prepared by coupling Boc-Pro-OSu (the N-hydroxysuccinamide ester of Boc-Pro-OH) to H-Thr (OBzl) - OH. H-Thr (OBzl)-OH.HCL was dissolved in 25 ml of water, NaHCO3 (6.21 g, 73.9 mmoles) and a solution of Boc-Pro-Osu (5.07 g, 16.25 mmoles) in 25 ml of dioxane were added. After stirring 3 hours, the reaction mixture was acidified with hydrochloric acid and the product extracted into ethyl acetate. It was washed with 0.2N HCl prepared in saturated aqueous NaCl, saturated NaCl and dried over anhydrous Na2SO4. Solvent was evaporated to yield 6.24 g (mp 120°-12.5°).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04935493 |
| Source dataset | uspto-grants-1990_06 |
| ORD ID | ord-a140bd7236e34961af77af8874e44fb7 |
| Source note | uspto-grants-1990_06 |