Tributyltin azide → HCID 178453030, compound

HRID 1609206Notes

Reaction equation

HRID 1609206 reaction equation
C([O:8][C:9](=[O:40])[C@H:10]([CH:37]([CH3:39])[CH3:38])[N:11]([C:30]([O:32][CH2:33][CH2:34][CH2:35][CH3:36])=[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(OCCCC)=O)CC1C=CC(C2C=CC=CC=2C#N)=CC=1)C1C=CC=CC=1.C([Sn](N=[N+]=[N-])(CCCC)CCCC)CCC>>[CH2:33]([O:32][C:30]([N:11]([C@H:10]([C:9]([OH:40])=[O:8])[CH:37]([CH3:38])[CH3:39])[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)=[O:31])[CH2:34][CH2:35][CH3:36]

Participants

4

Reactant 3

HCID 4984872Tributyltin azideHCID 22852218HCID 22852218, compoundHCID 178453029HCID 178453029, compound

Product 1

HCID 178453030HCID 178453030, compound

Procedure

N-Carbobutoxy-N-[(2'-(1H-tetrazol-5-yl)biphenyl-4-yl)methyl]-(L)-valine benzyl ester starting from 1.05 g of N-carbobutoxy-N-[(2'-cyanobiphenyl-4-yl)methyl]-(L)-valine benzyl ester and 1.05 g of tributyltin azide and subsequent flash chromatography using the system N6. Amorphous product. TLC (system N6) Rf : 0.17.

Sources & evidence

ORD record
ord-952b37c4039c4f18aa50e54d5e644a72
Source dataset
uspto-grants-1995_03
Patent number
US05399578

Reaction notes

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