1,2-Dichloroethane → HCID 69656500, compound

HRID 857803Notes

Reaction equation

HRID 857803 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([N:17]2[CH:21]=[N:20][N:19]=[N:18]2)=[C:6]([CH:16]=1)[CH2:7][NH:8][C:9](=[O:15])[CH2:10][NH:11][CH:12]1[CH2:14][CH2:13]1.[C:22]([O:26][C:27]([NH:29][C@@H:30]([C:36](O)=[O:37])[CH2:31][C:32]([CH3:35])([CH3:34])[CH3:33])=[O:28])([CH3:25])([CH3:24])[CH3:23].C(Cl)CCl.C1C=NC2N(O)N=NC=2C=1>CN(C=O)C>[C:22]([O:26][C:27]([NH:29][C@@H:30]([C:36]([N:11]([CH:12]1[CH2:13][CH2:14]1)[CH2:10][C:9]([NH:8][CH2:7][C:6]1[CH:16]=[C:2]([Cl:1])[CH:3]=[CH:4][C:5]=1[N:17]1[CH:21]=[N:20][N:19]=[N:18]1)=[O:15])=[O:37])[CH2:31][C:32]([CH3:35])([CH3:34])[CH3:33])=[O:28])([CH3:25])([CH3:24])[CH3:23]

Participants

6

Reactant 4

HCID 111,2-DichloroethaneHCID 181649HOAtHCID 7021114(R)-2-((tert-Butoxycarbonyl)amino)-4,4-dimethylpentanoic acidHCID 69656285N1-[5-chloro-2-(1H-tetraazol-1-yl)benzyl]-N2-cyclopropylglycinamide

Product 1

HCID 69656500HCID 69656500, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of N1-[5-chloro-2-(1H-tetraazol-1-yl)benzyl]-N2-cyclopropylglycinamide (50 mg, 0.16 mmol), N-(tert-butoxycarbonyl)-4-methyl-D-leucine (42 mg, 0.17 mmol), EDC (49 mg, 0.26 mmol) and HOAt (16 mg, 0.12 mmol) in DMF (1.4 mL) was stirred for 16 h at room temperature. The title compound was isolated by reverse phase HPLC as a white foam and was carried on directly to deprotection. LCMS (M+H): 534.1.

Sources & evidence

ORD record
ord-153a74fe286f4acfa5896c704455ecea
Source dataset
uspto-grants-2006_12
Patent number
US07144899B2

Reaction notes

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