HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,3-Dihydro-1,4-benzodioxin-5-carboxylic acid → (1S,3S,5S)-3-{[(2,3-dihydro-benzo[1,4]dioxine-5-carbonyl)-amino]-methyl}-2-aza-bicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,3-Dihydro-1,4-benzodioxin-5-carboxylic acid | HCID 78184 | — |
| Reactant | (1S,3S,5S)-tert-Butyl 3-(aminomethyl)-2-azabicyclo[3.1.0]hexane-2-carboxylate | HCID 58278675 | — |
| Product | (1S,3S,5S)-3-{[(2,3-dihydro-benzo[1,4]dioxine-5-carbonyl)-amino]-methyl}-2-aza-bicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester | HCID 67081183 | — |
Reaction Steps
prepared by reaction of (1S,3S,5S)-3-aminomethyl-2-aza-bicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester with 2,3-dihydro-benzo[1,4]dioxine-5-carboxylic acid. LC-MS (acidic): tR=0.97 min; [M+H]+=375.1. 1H-NMR (CDCl3): δ=0.61 (bs, 1H); 0.76-0.82 (m, 1H); 1.47-1.52 (m, 1H); 1.51 (s, 9H); 1.89 (bd, J=13.2 Hz, 1H); 2.42-2.47 (m, 1H); 3.34-3.74 (m, 3H); 4.30-4.35 (m, 1H); 4.32 (bs, 2H); 4.44 (bs, 2H); 6.91-7.05 (m, 2H); 7.67-7.73 (m, 1H); 8.43 (bs, NH).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08288435B2 |
| Source dataset | uspto-grants-2012_10 |
| ORD ID | ord-558b747fe2754de9b7d99e13aee86312 |
| Source note | uspto-grants-2012_10 |