HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid methylene chloride → (S)-3-methyl-2-{4'-[(5-chloro-benzothiazole-2-carbonyl)-amino]-biphenyl-4-sulfonylamino}-butyric acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid methylene chloride | HCID 21863450 | — |
| Reactant | (S)-3-methyl-2-{4'-[(5-chloro-benzothiazole-2-carbonyl)-amino]-biphenyl-4-sulfonylamino}-butyric acid tert-butyl ester | HCID 68713740 | — |
| Product | (S)-3-methyl-2-{4'-[(5-chloro-benzothiazole-2-carbonyl)-amino]-biphenyl-4-sulfonylamino}-butyric acid | HCID 11284178 | 386.1% |
Reaction Steps
To (S)-3-methyl-2-{4′-[(5-chloro-benzothiazole-2-carbonyl)-amino]-biphenyl-4-sulfonylamino}-butyric acid tert-butyl ester (30 mg) was added 3 mL of TFA/CH2Cl2 (1:1). The solution was stirred at room temperature for 3 h. The solvents were removed under vacuum and the residue was triturated with ether. Filtration gave 105 mg of (S)-3-methyl-2-{4′-[(5-chloro-benzothiazole-2-carbonyl)-amino]-biphenyl-4-sulfonylamino}-butyric acid as yellow solid. 1H NMR (400 MHz, DMSO-d6) δ ppm 0.79-0.88 (m, 6 H) 1.85-2.07 (m, 1 H) 3.56 (dd, 1 H) 7.70 (dd, 1 H) 7.76-7.94 (m, 6 H) 8.03-8.12 (m, 3 H) 8.26 (d, 1 H) 8.35 (d, 1 H) 11.36-11.40 (m, 1 H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07420001B2 |
| Source dataset | uspto-grants-2008_09 |
| ORD ID | ord-f2f2f0a1ea8c48bc86c13c43803821b9 |
| Source note | uspto-grants-2008_09 |