HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1491049Generated: October 29, 2026
tert-Butyl N-cyclopropylcarbamate → rac-tert-butyl N-((1R,2S)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)cyclopropyl)carbamate
https://huagongshe.com/reaction/1491049
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | tert-Butyl N-cyclopropylcarbamate | HCID 15698228 | — |
| Reagent | 3,4,7,8-Tetramethyl-1,10-phenanthroline | HCID 74265 | — |
| Reagent | 4,4,5,5-Tetramethyl[1,3,2]dioxaborolane | HCID 2734768 | — |
| Catalyst | Bis(1,5-cyclooctadiene)dimethoxydiiridium | HCID 76001521 | — |
| Solvent | Cyclohexane | HCID 8078 | — |
| Product | rac-tert-butyl N-((1R,2S)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)cyclopropyl)carbamate | HCID 138111926 | 2% |
Reaction Steps
1f (200 mg, 1.3 mmol) and HBpin (0.28 mL, 1.9 mmol) were used. Purification was performed by MPLC (hexane/ethyl acetate = 10:1 to 3:1) to afford a mixture of 1f and 2f (NMR yield 2%). The mixture was purified again by MPLC (hexane/ethyl acetate = 6:1 to 3:2) to afford 2f as a white solid.
Provenance & Evidence
| DOI | 10.1002/anie.201409186 |
|---|
| Source dataset | Borylation dataset from Roche |
|---|
| ORD ID | ord-190a675c8ccc43a0837566a15ce408f6 |
|---|
| Source note | Borylation dataset from Roche |
|---|
