Sodium Azide → HCID 178511771, compound

HRID 2117008Notes

Reaction equation

HRID 2117008 reaction equation
[CH:1]1[CH:6]=[C:5]([CH2:7][C@H:8]([NH2:12])[C:9]([OH:11])=[O:10])[CH:4]=[C:3]([C:13]#[N:14])[CH:2]=1.[Cl-].[Li+].[N-:17]=[N+:18]=[N-:19].[Na+]>COC(O)C>[NH:14]1[C:13]([C:3]2[CH:4]=[C:5]([CH:6]=[CH:1][CH:2]=2)[CH2:7][C@@H:8]([C:9]([OH:11])=[O:10])[NH2:12])=[N:19][N:18]=[N:17]1

Participants

5

Reactant 3

HCID 33557Sodium AzideHCID 433294Lithium ChlorideHCID 27345093-Cyanophenylalanine

Product 1

HCID 178511771HCID 178511771, compoundYield 200.8%

Reagents, catalysts & solvents 1

HCID 30156371-MethoxyethanolSolvent

Conditions

Temperature
125 °C

Procedure

A suspension of L-3-cyano-phenylalanine (0.150 g, 0.79 mmol), lithium chloride (0.060 g, 1.43 mmol) and sodium azide (0.067 g, 1.03 mmol) in methoxyethanol (500 μL) was heated at 125° C. for 18 h. The solvent was evaporated to yield 370 mg of crude 3-tetrazolyl-L-phenylalanine.

Workup

  1. customThe solvent was evaporated

Sources & evidence

ORD record
ord-d37b171f36c64c2b8734f6f26d57003e
Source dataset
uspto-grants-2008_10
Patent number
US07439258B2

Reaction notes

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