HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chloride → HCID 86758423, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chloride | HCID 312 | — |
| Reactant | (-)-Asparagine | HCID 6267 | — |
| Reactant | 1,1-Dimethylethyl 1-[(1-amino-6-isoquinolinyl)methyl]-2-oxo-2-(1-piperidinyl)ethyl-carbamate | HCID 22665607 | — |
| Reactant | N-[1-[(1-Amino-6-isoquinolinyl)methyl]-2-oxo-2-(1-piperidinyl)ethyl]-2-[[(3,4-dihydro-2,2,5,7,8-pentamethyl-2H-1-benzopyran-6-yl)sulfonyl]amino]acetamide hydrochloride | HCID 22665631 | — |
| Reactant | HCID 57272383 | HCID 57272383 | — |
| Product | HCID 86758423 | HCID 86758423 | — |
Reaction Steps
The procedure described for 5c was used. Deprotection of 100 mg of 5a and coupling with 105 mg of (2S)-4-amino-2-[[(4-methoxy-2,3,6-trimethylphenyl)sulfonyl]amino]-4-oxobutanoic acid (prepared from Asn-OH and 4-methoxy-2,3,6-trimethylsulfonylchloride (Mtr-chloride)using the procedure described for 5b) yielded the title compound (66 mg) as a mixture of diastereomers (1:1). 1H-NMR 400 MHz (CD3OD) δ: 1.20-1.68 (6H, m), 2.15 and 2.16 (3H, 2×s), 2.27-2.58 (2H, m), 2,57 (3H,s), 2.64 (3H, s), 2.93-3.57 (6H, m), 3.83 and 3.87 (3H, 2×s), 3.98-4.09 (1H, m), 5.07-5.19 (1H, m), 6.75 and 6.76 (1H, 2×s), 7.22-7.27 (1H, m), 7.55-7.79 (3H, m), 8.33-8.38 (1H, m).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06432955B1 |
| Source dataset | uspto-grants-2002_08 |
| ORD ID | ord-ea81b81b3e7a4a6e847144ccdc5505b9 |
| Source note | uspto-grants-2002_08 |