Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1,1'-(Chlorophenylmethylene)bis(4-methoxybenzene) | HCID 96831 | — |
| Reactant | HCID 67117228 | HCID 67117228 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 86652487 | HCID 86652487 | 54.7% |
Reaction Steps
Compound (2b) (320 mg, 0.95 mmol) was azeotroped three times with anhydrous pyridine. The mixture was added with anhydrous pyridine (1.5 ml) and 4,4′-dimethoxytrityl chloride (380 mg, 1.12 mmol), and subsequently with DMAP (41 mg, 0.34 mmol). Finally, triethylamine (160 μl, 1.14 mmol) was added and the mixture was stirred for 21 hours at room temperature. After characterization by TLC (CHCl3:MeOH=9:1), the product was purified using a silica gel column with the development solvent of CHCl3 and MeOH while varying the ratio of CHCl3:MeOH from 98:2 to 95:5 to obtain the target Compound (3b) as a pale yellow solid (329 mg, 0.52 mmol, yield 54%). The target compound was determined by 1H NMR for identification. Further, mass analysis was carried out by MALDI-TOF MS and it was identified as the target compound (calcd. for C38H43N2O7 [M+H]+ 639.306, found 639.496).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08697357B2 |
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| Source dataset | uspto-grants-2014_04 |
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| ORD ID | ord-c1fdfaf4473f48d28c17e3e18ca708f3 |
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| Source note | uspto-grants-2014_04 |
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