HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → Dibenzo[b,f]oxepine-10-carboxylic acid ((1S,2R)-1-benzyl-4-[bis-(4-ethyl-benzyl)-amino]-2-hydroxy-butyl}-amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Dibenzo[b,f]oxepine-10-carboxylic acid | HCID 859640 | — |
| Reactant | Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 2733084 | — |
| Reactant | (2S,3R)-2-Amino-5-[bis-(4-ethyl-benzyl)-amino]-1-phenyl-pentan-3-ol | HCID 68890594 | — |
| Product | Dibenzo[b,f]oxepine-10-carboxylic acid ((1S,2R)-1-benzyl-4-[bis-(4-ethyl-benzyl)-amino]-2-hydroxy-butyl}-amide | HCID 86612521 | 34.4% |
Reaction Steps
A solution of (2S,3R)-2-Amino-5-[bis-(4-ethyl-benzyl)-amino]-1-phenyl-pentan-3-ol (13 mg), salt with two trifluoroacetic acids, Dibenzo[b,f]oxepine-10-carboxylic acid (5 mg), HBTU (11 mg) and N-Ethyl-diisopropylamine (0.007 ml in 2 ml DCM) is stirred for 16 h at rt. The reaction mixture is evaporated and purified by flash chromatography with hexane/EtOAc/NH3=3/1/0.01. 4.7 mg of desired product are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07612054B2 |
| Source dataset | uspto-grants-2009_11 |
| ORD ID | ord-e9b55a01618a4d2a820f2126d36b7b94 |
| Source note | uspto-grants-2009_11 |