Tributyltin azide → HCID 178459843, compound

HRID 1609205Notes

Reaction equation

HRID 1609205 reaction equation
C([O:8][C:9](=[O:39])[C@H:10]([CH:36]([CH3:38])[CH3:37])[N:11]([C:30]([O:32][CH2:33][CH2:34][CH3:35])=[O:31])[CH2:12][C:13]1[CH:18]=[CH:17][C:16]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=2[C:25]2[NH:29][N:28]=[N:27][N:26]=2)=[CH:15][CH:14]=1)C1C=CC=CC=1.C(OC(=O)[C@H](C(C)C)N(C(OCCC)=O)CC1C=CC(C2C=CC=CC=2C#N)=CC=1)C1C=CC=CC=1.C([Sn](N=[N+]=[N-])(CCCC)CCCC)CCC>>[C:9]([C@@H:10]([N:11]([C:30]([O:32][CH2:33][CH2:34][CH3:35])=[O:31])[CH2:12][C:13]1[CH:18]=[CH:17][C:16]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=2[C:25]2[NH:26][N:27]=[N:28][N:29]=2)=[CH:15][CH:14]=1)[CH:36]([CH3:37])[CH3:38])([OH:39])=[O:8]

Participants

4

Reactant 3

HCID 4984872Tributyltin azideHCID 22852222HCID 22852222, compoundHCID 178459842HCID 178459842, compound

Product 1

HCID 178459843HCID 178459843, compound

Procedure

N-Carbopropoxy-N-[(2'-(1H-tetrazol-5-yl)biphenyl-4-yl)methyl]-(L)-valine benzyl ester starting from 1.04 g of N-carbopropoxy-N-[(2'-cyanobiphenyl-4-yl)methyl]-(L)-valine benzyl ester and 1.1 g of tributyltin azide and subsequent flash chromatography using the system N6. Amorphous product, TLC (system N6) Rf : 0.21.

Sources & evidence

ORD record
ord-8e4f4e596b7e48fc89ea5d9650d7e44b
Source dataset
uspto-grants-1995_03
Patent number
US05399578

Reaction notes

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