HOAt → HCID 45274191, compound

HRID 705451Notes

Reaction equation

HRID 705451 reaction equation
[NH:1](C(OC(C)(C)C)=O)[C@H:2]([C:8]([O:10]C(C)(C)C)=[O:9])[CH2:3][CH2:4][C:5](=[O:7])O.C1C=NC2N(O)N=NC=2C=1.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.[CH3:56][O:57][P:58]([C:61]1[CH:66]=[CH:65][CH:64]=[C:63]([NH2:67])[CH:62]=1)(=[O:60])[O-:59]>CN(C=O)C.C(N(CC)CC)C>[OH:60][P:58]([C:61]1[CH:62]=[C:63]([NH:67][C:5](=[O:7])[CH2:4][CH2:3][C@@H:2]([C:8]([OH:10])=[O:9])[NH2:1])[CH:64]=[CH:65][CH:66]=1)([O:57][CH3:56])=[O:59]

Participants

7

Reactant 4

HCID 181649HOAtHCID 6993444(4S)-5-(tert-butoxy)-4-{[(tert-butoxy)carbonyl]amino}-5-oxopentanoic acidHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 131733694HCID 131733694, compound

Product 1

HCID 45274191HCID 45274191, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8471TriethylamineSolvent

Procedure

Boc-Glu-OtBu (303 mg, HOAt (136 mg, 1 mmol) and HATU (380 mg, 1 mmol) were dissolved in 1 mL of DMF, and triethylamine (0.278 ml) was added thereto. 10 minutes later, the mixture of monomethyl(3-aminophenyl)phosphonate and dimethyl ester was added thereto and stirred at room temperature overnight. After removing a solvent, purification was conducted in accordance with the purification process A to obtain a title compound.

Workup

  1. additionwas added
  2. customAfter removing
  3. customa solvent, purification

Sources & evidence

ORD record
ord-b915c66f4c1248d78e96f331140237bc
Source dataset
uspto-grants-2015_11
Patent number
US09174932B2

Reaction notes

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