Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Diisopropylcarbodiimide | HCID 12734 | — |
| Reactant | HCID 5358230 | HCID 5358230 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Catalyst | Scandium(III) triflate | HCID 2734571 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 57103-69-2 | HCID 6443032 | — |
Reaction Steps
A mixture of maytansinol (6.00 mg, 0.01062 mmol), acetic acid (12.75 mg, 0.2124 mmol), Sc(OTf)3 (3.14 mg, 0.00637 mmol) and DMAP (3.89 mg, 0.03186 mmol) in CH2Cl2 (1 mL) was stirred for 0.5 h at −8° C. DIC (29.49 mg, 0.2337 mmol) was added dropwise. The mixture was stirred till completion, quenched with diluted HCl, extracted with CH2Cl2. The organic layer was washed with aq. NaHCO3, brine, and dried over anhydrous Na2SO4. The solvent was removed under reduced pressure. Chromatography (silica gel, CH2Cl2/MeOH 30:1) gave the desired product ansamitocin P1. LC-MS (M+Na+) calc.: 629.2. found: 629.3.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08889855B2 |
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| Source dataset | uspto-grants-2014_11 |
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| ORD ID | ord-007d35ab15cf4b36b9b986d961eb92fe |
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| Source note | uspto-grants-2014_11 |
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