HOAt → HCID 45274191, compound

HRID 2402929Notes

Reaction equation

HRID 2402929 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.[CH:22]1[CH:27]=N[C:25]2[N:28](O)N=N[C:24]=2[CH:23]=1.[CH3:32]N(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.[PH:56](=[O:67])([O:59]C1C=CC=C(N)C=1)[O:57][CH3:58]>CN(C=O)C.C(N(CC)CC)C>[OH:67][P:56]([C:27]1[CH:32]=[C:25]([NH:28][C:5](=[O:7])[CH2:4][CH2:3][C@@H:2]([C:8]([OH:10])=[O:9])[NH2:1])[CH:24]=[CH:23][CH:22]=1)([O:57][CH3:58])=[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 178502934HCID 178502934, compound

Product 1

HCID 45274191HCID 45274191, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8471TriethylamineSolvent

Procedure

Boc-Glu-OtBu (303 mg, 1 mmol), 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-c1d211ab035f433f96a161ed144b5a5d
Source dataset
uspto-grants-2014_08
Patent number
US08796485B2

Reaction notes

Loading…