Tributyltin azide → HCID 178502072, compound

HRID 1609207Notes

Reaction equation

C([O:8][C:9](=[O:37])[C@H:10]([CH:34]([CH3:36])[CH3:35])[N:11]([C:30]([O:32][CH3:33])=[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(OC)=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][CH3:33])=[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:34]([CH3:35])[CH3:36])([OH:37])=[O:8]

Participants

Reactant 3

HCID 4984872Tributyltin azide

HCID 53895507HCID 53895507, compound

HCID 178502071HCID 178502071, compound

Product 1

HCID 178502072HCID 178502072, compound

Procedure

N-Carbomethoxy-N-[(2'-(1H-tetrazol-5-yl)biphenyl-4-yl)methyl]-(L)-valine benzyl ester starting from 3.21 g of N-carbomethoxy-N-[(2 '-cyanobiphenyl-4-yl)methyl]-(L)-valine benzyl ester and 3.50 g of tributyltin azide and subsequent flash chromatography using the system N6. Amorphous product, TLC (system N6) Rf : 0.26.

Sources & evidence

ORD record: ord-7dd5afe9bc3b410eaf0676c2b9de79d9
Source dataset: uspto-grants-1995_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05399578

Reaction notes

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