Tributyltin azide → HCID 178448928, compound

HRID 2380685Notes

Reaction equation

[CH2:1]([N:5]([CH2:17][C:18]1[CH:23]=[CH:22][C:21]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=2[C:30]#[N:31])=[CH:20][CH:19]=1)[C:6](=[O:16])[C@@H:7]([NH:11][S:12]([CH3:15])(=[O:14])=[O:13])[CH:8]([CH3:10])[CH3:9])[CH2:2][CH2:3][CH3:4].C([Sn]([N:45]=[N+:46]=[N-:47])(CCCC)CCCC)CCC>>[CH2:1]([N:5]([CH2:17][C:18]1[CH:23]=[CH:22][C:21]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=2[C:30]2[NH:47][N:46]=[N:45][N:31]=2)=[CH:20][CH:19]=1)[C:6](=[O:16])[C@@H:7]([NH:11][S:12]([CH3:15])(=[O:14])=[O:13])[CH:8]([CH3:9])[CH3:10])[CH2:2][CH2:3][CH3:4]

Participants

Reactant 2

HCID 4984872Tributyltin azide

HCID 54125536HCID 54125536, compound

Product 1

HCID 178448928HCID 178448928, compound

Procedure

Analogously to Example 20 and using 2.2 g (5 mmol) of 2-(S)-methanesulfonylamino-3-methylbutanoic acid N-butyl-N-(2'-cyanobiphenyl-4-ylmethyl)amide and 2.5 g (7.5 mmol) of tributyltin azide, the title compound is obtained in the form of a light-coloured foam that has an Rf value of 0.45 [toluene/isopropanol/glacial acetic acid (170:30:2)].

Sources & evidence

ORD record: ord-0ccf9135aa544e4b81fe5e3317858c5b
Source dataset: uspto-grants-1994_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05369110

Reaction notes

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