HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 70000419, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | (R)-N-(5-(2-amino-1-hydroxyethyl)-2-hydroxyphenyl)methanesulfonamide | HCID 12047933 | — |
| Reactant | HCID 88097363 | HCID 88097363 | — |
| Solvent | MeOH tetrahydrofuran | HCID 21899815 | — |
| Product | HCID 70000419 | HCID 70000419 | 29.8% |
Reaction Steps
A solution of N-[5-(2-amino-1-{R}-hydroxyethyl)-2-hydroxyphenyl]-methane-sulfonamide (0.098 g, 0.4 mmol), (2R)-2-{[4-(4-(formyl)piperidin-1-yl)benzoyl]amino}4-methylpentanoic acid ethyl ester (0.4 mmol) and glacial acetic acid (0.023 g, 0.4 mmol) in 5 mL of methanol-THF (4:1, v/v) was stirred for 1 hour over 4A molecular sieves. In one portion sodium cyanoborohydride (0.026 g, 0.4 mmol) was added and the mixture stirred overnight at ambient temperature. The sieves were filtered and the filtrate was preabsorbed on silica gel. The solids were purified by flash chromatography (CH2Cl2—CH3OH, 20:1). to give the product (0.072 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06506901B2 |
| Source dataset | uspto-grants-2003_01 |
| ORD ID | ord-c7d60b066fca4dc5880ba5a9c1abe651 |
| Source note | uspto-grants-2003_01 |