HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-[34-Butan-2-yl-13-(3,4-dihydroxybutan-2-yl)-8,22-dihydroxy-2,5,11,14,27,30,33,36,39-nonaoxo-27lambda4-thia-3,6,12,15,25,29,32,35,38-nonazapentacyclo[14.12.11.06,10.018,26.019,24]nonatriaconta-18(26),19(24),20,22-tetraen-4-yl]acetic acid → HCID 178453385, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-[34-Butan-2-yl-13-(3,4-dihydroxybutan-2-yl)-8,22-dihydroxy-2,5,11,14,27,30,33,36,39-nonaoxo-27lambda4-thia-3,6,12,15,25,29,32,35,38-nonazapentacyclo[14.12.11.06,10.018,26.019,24]nonatriaconta-18(26),19(24),20,22-tetraen-4-yl]acetic acid | HCID 2276 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | tert-Butyl (6-aminohexyl)carbamate monohydrochloride | HCID 3017638 | — |
| Reactant | Chloroisobutylformate | HCID 19083669 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178453385 | HCID 178453385 | — |
Reaction Steps
20 mg of dried β-amanitin (22 μmol) was dissolved in 0.3 ml of dried dimethylform-amide (DMF), and 0.005 ml of triethylamine was added. Under magnetic stirring, the reaction mixture was cooled to −18° C. (ice/NaCl) and after 10 min 0.164 ml of a mixture of 0.1 ml of chloroisobutylformate and 1.0 ml of DMF (110 μmol, 5 eq.) was added. The reaction was allowed to proceed for 20 min at −18° C. Fifty-five mg (220 μmol, 10 eq.) of t-butyloxy-carbonyl-hexamethylenediamine hydrochloride and 0.005 ml of triethylamine were dissolved in 0.3 ml of DMF, added to the reaction and stirred for 1 h at RT.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09233173B2 |
| Source dataset | uspto-grants-2016_01 |
| ORD ID | ord-70f0e626226740dbb216461eb91ac5f8 |
| Source note | uspto-grants-2016_01 |