Diisopropylethylamine → HCID 178418600, compound

HRID 751246Notes

Reaction equation

HRID 751246 reaction equation
Cl.C[O:3][C:4](=[O:14])[C@H:5]([CH2:7][CH2:8][CH2:9][NH:10][C:11](=[NH:13])[NH2:12])[NH2:6].C(N(C(C)C)CC)(C)C.COC1C=CC(N=NC(N[C@H](C(O)=O)CC2C=CC=CC=2)=O)=CC=1>CN(C)C=O>[NH2:6][C@H:5]([C:4]([OH:14])=[O:3])[CH2:7][CH2:8][CH2:9][NH:10][C:11](=[NH:12])[NH2:13]

Participants

5

Reactant 3

HCID 81531Diisopropylethylamine2×HCID 7408724HCID 7408724, compoundHCID 178501501HCID 178501501, compound

Product 1

HCID 178418600HCID 178418600, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Operating mode: 1 equivalent of arginine methyl ester hydrochloride was taken up in dimethylformamide (3 ml/mmol). 1.1 equivalent of DIAE (diisopropyl ethylamine), 1 equivalent of N-(4-methoxyphenylazoformyl)-L-phenylalanine then 1.1 equivalent of TBTU (O-benzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium tetrafluoroborate) were added. The necessary quantity of DIAE was added to obtain a pH of 7-8. After 5 min, it was evaporated to dryness and purified by chromatography (orange crystals).

Workup

  1. customto obtain a pH of 7-8
  2. customit was evaporated to dryness
  3. custompurified by chromatography (orange crystals)

Sources & evidence

ORD record
ord-6ed0593b87bb437c88c4f0e7746c453c
Source dataset
uspto-grants-2008_07
Patent number
US07405280B2

Reaction notes

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