HuagongsheHuagongshe Chemistry Print Report · For research reference only
(4S,7S,10aS)-4-amino-5-oxooctahydro-2H-pyrido[2,1-b][1,3]thiazepine-7-carbonitrile → (2R,5R)-2,5-Dibenzyl-N1-((4S,7S,10aS)-7-cyano-5-oxooctahydro-2H-pyrido[2,1-b][1,3]thiazepin-4-yl)-N6-((S)-2-oxo-1-phenylazepan-3-yl)hexanediamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (4S,7S,10aS)-4-amino-5-oxooctahydro-2H-pyrido[2,1-b][1,3]thiazepine-7-carbonitrile | HCID 68292315 | — |
| Reactant | (2R,5R)-2,5-dibenzyl-6-oxo-6-((R)-2-oxo-1-phenylazepan-3-ylamino)hexanoic acid | HCID 86706193 | — |
| Product | (2R,5R)-2,5-Dibenzyl-N1-((4S,7S,10aS)-7-cyano-5-oxooctahydro-2H-pyrido[2,1-b][1,3]thiazepin-4-yl)-N6-((S)-2-oxo-1-phenylazepan-3-yl)hexanediamide | HCID 66546833 | — |
Reaction Steps
(2R,5R)-2,5-Dibenzyl-N1-((4S,7S,10aS)-7-cyano-5-oxooctahydro-2H-pyrido[2,1-b][1,3]thiazepin-4-yl)-N6-((S)-2-oxo-1-phenylazepan-3-yl)hexanediamide was synthesized as described in General Procedure H using Intermediate 24 (10 mg, 0.020 mmol) and Intermediate 36 (6.1 mg, 0.023 mmol) to give a white solid (8.0 mg, 57% yield). Anal. Calcd. for C42H49N5O4S m/z 719.7. found: 720.7 (M+H)+; 1H NMR (400 MHz, CDCl3) δ ppm 7.40-7.32 (2H, m), 7.29-7.05 (13H, m), 7.00-6.91 (2H, m), 5.39-5.34 (1H, m), 5.31-5.25 (1H, m), 5.02-4.93 (1H, m), 4.85-4.76 (1H, m), 3.99-3.89 (1H, m), 3.63-3.54 (1H, m), 3.00-2.90 (1H, m), 2.89-2.68 (4H, m), 2.66-2.57 (1H, m), 2.45-2.31 (2H, m), 2.20-2.08 (2H, m), 2.03-1.62 (11H, m), 1.62-1.47 (3H, m), 1.43-1.26 (2H, m).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09346852B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-8a9675f06caf44608112a7da01101dde |
| Source note | uspto-grants-2016_05 |