HuagongsheHuagongshe Chemistry Print Report · For research reference only
9-Phenyl-9-fluorenol → Nalpha-(9-fluorenylmethoxycarbonyl)-O-(9-phenyl-9H-fluoren-9-yl)-L-serine methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 9-Phenyl-9-fluorenol | HCID 141227 | — |
| Reactant | (S)-Methyl 2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-hydroxypropanoate | HCID 7020783 | — |
| Catalyst | Sulfuric Acid | HCID 1118 | — |
| Solvent | Benzene | HCID 241 | — |
| Product | Nalpha-(9-fluorenylmethoxycarbonyl)-O-(9-phenyl-9H-fluoren-9-yl)-L-serine methyl ester | HCID 15516029 | — |
Reaction Steps
A solution of 6.2 g (24 mmol) of 9-phenyl-9H-fluoren-9-ol (Example 1b) and 6.8 g (20 mmol) of Nα -(9-fluorenylmethoxycarbonyl)-L-serine methyl ester in benzene (150 mL) was placed in a round bottomed flask fitted with a Dean-Stark trap. Two drops of concentrated sulfuric acid were added and the mixture heated under reflux with stirring for 1 h. Removal of the solvent under vacuo gave the crude Nα -(9-fluorenylmethoxycarbonyl)--O--(9-phenyl-9H-fluoren-9-yl)-L-serine methyl ester which was subjected to the Fmoc deprotection in Step 2 without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06162824 |
| Source dataset | uspto-grants-2000_12 |
| ORD ID | ord-d66f290c649c46e1af7069af345a342b |
| Source note | uspto-grants-2000_12 |