Tributylstannane → HCID 86598893, compound

HRID 456731Notes

Reaction equation

HRID 456731 reaction equation
[OH:1][C@H:2]1[C@H:7]2[C@@H:8](I)[C@H:4]([C@@H:5]([C:18]([O:20][CH2:21][CH3:22])=[O:19])[N:6]2[C@@H:10]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH3:11])[CH2:3]1.C([SnH](CCCC)CCCC)CCC.N(C(C)(C)C#N)=NC(C)(C)C#N>C1(C)C=CC=CC=1>[OH:1][C@H:2]1[C@H:7]2[CH2:8][C@H:4]([C@@H:5]([C:18]([O:20][CH2:21][CH3:22])=[O:19])[N:6]2[C@@H:10]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH3:11])[CH2:3]1

Participants

5

Reactant 3

HCID 5948TributylstannaneHCID 6547AzobisisobutyronitrileHCID 86598892HCID 86598892, compound

Product 1

HCID 86598893HCID 86598893, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
100 °C

Procedure

To a solution of ethyl (1S,3S,4S,6R,7S)-6-hydroxy-7-iodo-2-[(1R)-1-phenylethyl]-2-azabicyclo[2.2.1]heptane-3-carboxylate obtained in Example 5-2 (1.44 g) in toluene (20 mL), was added tributyltin hydride (1.11 g) and 2,2′-azobisisobutyronitrile (228 mg). The mixture was stirred at 100° C. for 30 minutes.

Sources & evidence

ORD record
ord-ed353ec0b31547a59dbb02db3676b6ff
Source dataset
uspto-grants-2007_03
Patent number
US07186731B2

Reaction notes

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