Tributyltin azide → HCID 178447280, compound

HRID 1609210Notes

Reaction equation

HRID 1609210 reaction equation
[CH2:1]([O:8][C:9]([C:11]1([N:16]([CH2:23][C:24]2[CH:29]=[CH:28][C:27]([C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][C:31]=3[C:36]#[N:37])=[CH:26][CH:25]=2)[C:17](=[O:22])[CH2:18][CH2:19][CH2:20][CH3:21])[CH2:15][CH2:14][CH2:13][CH2:12]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C([Sn]([N:51]=[N+:52]=[N-:53])(CCCC)CCCC)CCC>CC1C=CC=CC=1C>[CH2:1]([O:8][C:9]([C:11]1([N:16]([C:17](=[O:22])[CH2:18][CH2:19][CH2:20][CH3:21])[CH2:23][C:24]2[CH:29]=[CH:28][C:27]([C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][C:31]=3[C:36]3[NH:53][N:52]=[N:51][N:37]=3)=[CH:26][CH:25]=2)[CH2:15][CH2:14][CH2:13][CH2:12]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 4984872Tributyltin azideHCID 20083535N-(1-benzyloxycarbonylcyclopentyl)-N-(2'-cyanobiphenyl-4-ylmethyl)-N-pentanoyl-amine

Product 1

HCID 178447280HCID 178447280, compound

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

A mixture of 3.2 g (6.5 mmol) of N-(1-benzyloxycarbonylcyclopentyl)-N-(2'-cyanobiphenyl-4-ylmethyl)-N-pentanoyl-amine, 3.3 g (9.8 mmol) of tributyltin azide and 35 ml of o-xylene is heated to reflux for 24 hours. Working-up of the mixture in a manner analogous to that described in Example 23 yields the N-(1-benzyloxycarbonylcyclopentyl)-N-pentanoyl-N-[2'-(1H-tetrazol-5-yl)biphenyl-4-ylmethyl]-amine in the form of a yellow oil [Rf : 0.37 (system S2)], which can be used for further reactions in crude form.

Workup

  1. temperatureis heated
  2. temperatureto reflux for 24 hours

Sources & evidence

ORD record
ord-736163a77f6340c98cb91331b7100824
Source dataset
uspto-grants-1995_03
Patent number
US05399578

Reaction notes

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