HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylcarbodiimide → 4-{Hydroxy-[3-(3-{6-[5-(2-oxo-hexahydro-thieno[3,4-d]imidazol-4-yl)-pentanoylamino]-hexanoylamino}-propoxy)-phenyl]-phenyl-methyl}-benzoic acid succinimidyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylcarbodiimide | HCID 12734 | — |
| Reactant | N-Hydroxysuccinimide | HCID 80170 | — |
| Reactant | 4-{Hydroxy-[3-(3-{6-[5-(2-oxo-hexahydro-thieno[3,4-d]imidazol-4-yl)-pentanoylamino]-hexanoylamino}-propoxy)-phenyl]-phenyl-methyl}-benzoic acid | HCID 72615106 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-{Hydroxy-[3-(3-{6-[5-(2-oxo-hexahydro-thieno[3,4-d]imidazol-4-yl)-pentanoylamino]-hexanoylamino}-propoxy)-phenyl]-phenyl-methyl}-benzoic acid succinimidyl ester | HCID 72615088 | — |
Reaction Steps
To a solution of biotinylated trityl acid (5, 175 mg, 0.244 mM) in anhydrous DMF (3 mL) was added 1,3-diisopropyl carbodiimide (4 mg, 0.35 mM) and stirred the reaction mixture for 5 min. To this reaction mixture was added N-hydroxy succinimide (40 mg, 0.32 mM) and stirred for over night at room temperature. The solvent was removed under high vacuum and the residue obtained was purified by silca gel column chromatography using CH3OH/CH2Cl2, 3:7) mixture as a solvent system. Evaporation of the solvent gave 6 as a white crystalline solid. Yield: 80 mg (41%). 1H-NMR (CD3OD) δ ppm:
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09034798B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-34a584a8ec6742e7a91d12a71b487e5e |
| Source note | uspto-grants-2015_05 |