HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Methyl-6-nitrobenzoic anhydride → HCID 86639580, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Methyl-6-nitrobenzoic anhydride | HCID 10472648 | — |
| Reactant | (3S,4R)-3-Hydroxy-4-{(R)-2-[(R)-2-((E)-(S)-3-hydroxy-7-tritylsulfanyl-hept-4-enoylamino)-3-methyl-butyrylamino]-propionylamino}-5-methyl-hexanoic acid | HCID 59223153 | — |
| Catalyst | Dimethylformamide | HCID 6228 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Tetrahydrofurane dichloromethane | HCID 21919333 | — |
| Product | HCID 86639580 | HCID 86639580 | 19.4% |
Reaction Steps
To a solution of MNBA (73.5 mg, 0.21 mmol) and DMAP (51.9 mg, 0.42 mmol) in CH2Cl2/THF (33 mL, 2:1) was added dropwise a solution of acid 8 (129 mg, 0.18 mmol) in CH2Cl2/THF (134.5 mL, 2:1) with 3 drops of DMF over 4 h. After a further 16 h the reaction mixture were concentrated in vacuo. Purification by flash column chromatography on silica (eluent 1:0-98:2-96:4-94:6-92.8 CH2Cl2/MeOH) gave 9 (24.7 mg, 0.035 mmol, 17%) as a white solid: Rf 0.43 CH2Cl2/MeOH (90:10); IR (thin film) 3293 (b), 2963 (m), 1732 (m), 1660 (s), 1536 (m) cm−1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08865655B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-66273d4365f54c0e99f7c9ef6373f877 |
| Source note | uspto-grants-2014_10 |