반응 #543912

ord-e0137b0c03c34ca2b0abcba450015bbe

반응 방정식

CCOC(=O)[C@@H]1[C@H]2C=C[C@H](C2)N1[C@H](C)c1ccccc1
ethyl (1S,3S,4R)-2-[(1R)-1-phenylethyl]-2-azabicyclo[2.2.1]hept-5-ene-3-carboxylate
O=C1CCC(=O)N1I
N-iodosuccinimide
O
water
→
CCOC(=O)[C@@H]1[C@@H]2C[C@@H](O)[C@@H]([C@H]2I)N1[C@H](C)c1ccccc1
Ethyl (1S,3S,4S,6R,7S)-6-hydroxy-7-iodo-2-[(1R)-1-phenylethyl]-2-azabicyclo[2.2.1]heptane-3-carboxylate

반응물

CCOC(=O)[C@@H]1[C@H]2C=C[C@H](C2)N1[C@H](C)c1ccccc1
ethyl (1S,3S,4R)-2-[(1R)-1-phenylethyl]-2-azabicyclo[2.2.1]hept-5-ene-3-carboxylate
O=C1CCC(=O)N1I
N-iodosuccinimide
O
water

시약

없음

용매

CS(C)=O
dimethyl sulfoxide

반응 조건

상세 조건
See reaction.notes.procedure_details.

실험 절차

To a solution of ethyl (1S,3S,4R)-2-[(1R)-1-phenylethyl]-2-azabicyclo[2.2.1]hept-5-ene-3-carboxylate obtained in Example 5-1 (2.44 g) in dimethyl sulfoxide (12 mL) and water (1.5 mL), was added N-iodosuccinimide (2.06 g). The mixture was stirred at room temperature for 30 minutes.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US07186731B2uspto-grants-2007_03