HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 67022504, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Glycine methyl ester | HCID 69221 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1-((tert-Butoxycarbonyl)amino)cyclopropanecarboxylic acid | HCID 688396 | — |
| Reactant | 1-({[(9H-Fluoren-9-yl)methoxy]carbonyl}amino)cyclobutane-1-carboxylic acid | HCID 1512647 | — |
| Reactant | PyBOP | HCID 2724699 | — |
| Reactant | HCID 56923991 | HCID 56923991 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 67022504 | HCID 67022504 | 98% |
Reaction Steps
N,N-Diisopropylethylamine (2.60 mL, 14.82 mmol) was added to 1-(9H-Fluoren-9-ylmethoxy carbonylamino)-cyclobutanecarboxylic acid, 1 (2.0 g, 5.93 mmol) and PyBOP (3.393 g, 6.52 mmol) in CH2Cl2 (150 mL) at rt under Ar(g). After 10 minutes, MeCN (150 mL) and HCl.GlyOMe, 2 (819 mg, 6.52 mmol) were added. After 16 h, the reaction mixture was concentrated under reduced pressure and the residue was purified by silica gel column chromatography eluting with hexane/EtOAc (2:1 to 1:3) to yield 3 as a white solid (2.373 g, 98%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08614193B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-cd5d1b93f62548249152012bd0dc3044 |
| Source note | uspto-grants-2013_12 |