Triphenylphosphine → HCID 86678902, compound

HRID 1620741Notes

Reaction equation

HRID 1620741 reaction equation
O[CH2:2][CH2:3][CH2:4][NH:5][C:6]1[CH2:10][S:9][C:8](=[O:11])[N:7]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(C)C=CC=CC=1.N(C(OC(C)C)=O)=NC(OC(C)C)=O>C1COCC1>[N:5]1[CH2:4][CH2:3][CH2:2][N:7]2[C:8](=[O:11])[S:9][CH2:10][C:6]=12

Participants

5

Reactant 3

HCID 11776TriphenylphosphineHCID 66880968DIAD tolueneHCID 178518141HCID 178518141, compound

Product 1

HCID 86678902HCID 86678902, compoundYield 71.5%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 4-[(3-hydroxypropyl)amino]-1,3-thiazol-2(5H)-one (1.36 g) and triphenylphosphine (2.66 g) in THF (15 mL) was added 1.9M diisopropyl azodicarboxylate toluene solution (5.34 mL) at room temperature. The reaction mixture was stirred at room temperature overnight. The solvent was evaporated, and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (872 mg).

Workup

  1. customThe solvent was evaporated
  2. customthe residue was purified by silica gel column chromatography (ethyl acetate/hexane)

Sources & evidence

ORD record
ord-10503a4001c4456ca365cebe546e372f
Source dataset
uspto-grants-2014_07
Patent number
US08772277B2

Reaction notes

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