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Chemical Structure| 2491-15-8 Chemical Structure| 2491-15-8
Chemical Structure| 2491-15-8

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CAS No.: 2491-15-8

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N-Formylglycine is an endogenous metabolite.

Synonyms: 2-formamidoacetic acid; FGly; N-Formylglycine

4.5 *For Research Use Only !

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Product Details of [ 2491-15-8 ]

CAS No. :2491-15-8
Formula : C3H5NO3
M.W : 103.08
SMILES Code : O=C(O)CNC=O
Synonyms :
2-formamidoacetic acid; FGly; N-Formylglycine
MDL No. :MFCD00037360
InChI Key :UGJBHEZMOKVTIM-UHFFFAOYSA-N
Pubchem ID :75606

Safety of [ 2491-15-8 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis [ 2491-15-8 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 2491-15-8 ]

[ 2491-15-8 ] Synthesis Path-Downstream   1~26

  • 1
  • [ 2491-15-8 ]
  • [ 541-41-3 ]
  • [ 121-44-8 ]
  • [ 857538-48-8 ]
  • 2
  • [ 64-18-6 ]
  • [ 77287-34-4 ]
  • [ 56-40-6 ]
  • [ 2491-15-8 ]
  • 3
  • [ 77287-34-4 ]
  • [ 56-40-6 ]
  • [ 2491-15-8 ]
  • 4
  • [ 2491-15-8 ]
  • [ 75-36-5 ]
  • <i>N</i>-formyl-glycyl chloride [ No CAS ]
  • 5
  • [ 64-18-6 ]
  • [ 56-40-6 ]
  • [ 2491-15-8 ]
YieldReaction ConditionsOperation in experiment
74% General procedure: Formic acid (140mL, 3.71mol) and acetic anhydride (47mL, 0.50mol) were stirred at 45C for 1h. After the addition of the appropriate amino acid (0.05mol), the mixture was left stirring at room temperature for 24h, and evaporated until dryness.
67% With acetic anhydride; at 20℃; for 24h; Glycine (5.20 g, 69.23 mmol) was dissolved in formic acid (25 mL), was added acetic anhydride (3.0 eq, 21.3 mL), was stirred for 24 hours at room temperature the reaction. After completion of the reaction, the reaction mixture was concentrated under reduced pressure, recrystallized by adding methanol and ethyl acetate, the corresponding formamide (1a) was obtained (4.81 g, 46.66 mmol, 67%).Compound 1a (0.95 g, 9.18 mmol) and, DMF (20 mL) inAt, benzyl bromide (1.5 eq, 1.64 mL) and potassium carbonate (3.2 eq, 3.99 g) and, at room temperatureIt was stirred for 48 hours. After completion of the reaction, water is added to inactivate the reaction mixture, with ethyl acetateExtracted. The organic layer was washed with saturated brine, dried with magnesium sulfate, filtered, concentrated under reduced pressureIt was carried out. The residue was purified by silica gel chromatography (hexane: ethyl acetate = 1: 1 ? 1: 9) To give the corresponding benzyl ester (1b) (400 mg, was obtained 2.02 mmol, 22%).Compound 1b (514.8 mg, 2.66 mmol) was added in DCM (10 mL), the mixture obtained (PhO) 2POCl (1.5 eq, 582 muL) and pyridine (5.0 eq, 1.88 mL) was added, and 2.5 hours with stirring to line the reactionWas Tsu. After completion of the reaction, water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer, hydrochloric acid, carbonSodium acid hydrogen, water, and successively washed with saturated brine, and dried over magnesium sulfate,After filtration, it was concentrated under reduced pressure.
With acetic anhydride; at 50℃; for 3h;Green chemistry; (1)150 g (0.02 mol) of glycine was weighed into a 98 w.t.% Formic acid solution of 61 g (60 g, 1.3 mol of formic acid) and 162 g (1.6 mol) of acetic anhydride was added dropwise to the mixed solution at 50 C Stirring under reflux 3h, cooling, Filter white filter cake, dry cake was white powder, that is, N-formyl glycine
  • 8
  • [ 67-56-1 ]
  • [ 2491-15-8 ]
  • [ 38591-89-8 ]
  • 9
  • [ 924-73-2 ]
  • [ 2491-15-8 ]
  • N-Formyl-glycyl-β-alanin-ethylester [ No CAS ]
  • 10
  • [ 17431-03-7 ]
  • [ 2491-15-8 ]
  • N-Formyl-glycyl-L-valin-ethylester [ No CAS ]
  • 11
  • [ 2491-15-8 ]
  • [ 945-68-6 ]
  • [ 92019-89-1 ]
  • 12
  • [ 2491-15-8 ]
  • [ 98346-43-1 ]
  • N-Benzyloxycarbonyl-N'-(N-formyl-glycyl)-L-cystin-diethylester [ No CAS ]
  • 13
  • [ 2491-15-8 ]
  • [ 66-84-2 ]
  • [ 93906-54-8 ]
  • 14
  • [ 2491-15-8 ]
  • (S)-2-Amino-4-methyl-pentanoic acid 2-methylsulfanyl-ethyl ester; hydrochloride [ No CAS ]
  • N-Formyl-glycyl-L-leucin-(β-methylmercapto-ethylester) [ No CAS ]
  • 15
  • [ 7750-46-1 ]
  • [ 2491-15-8 ]
  • 16
  • [ 2491-15-8 ]
  • [ 100-39-0 ]
  • [ 51354-16-6 ]
YieldReaction ConditionsOperation in experiment
22% With potassium carbonate; In N,N-dimethyl-formamide; at 20℃; for 48h; Glycine (5.20 g, 69.23 mmol) was dissolved in formic acid (25 mL), was added acetic anhydride (3.0 eq, 21.3 mL), was stirred for 24 hours at room temperature the reaction. After completion of the reaction, the reaction mixture was concentrated under reduced pressure, recrystallized by adding methanol and ethyl acetate, the corresponding formamide (1a) was obtained (4.81 g, 46.66 mmol, 67%).Compound 1a (0.95 g, 9.18 mmol) and, DMF (20 mL) inAt, benzyl bromide (1.5 eq, 1.64 mL) and potassium carbonate (3.2 eq, 3.99 g) and, at room temperatureIt was stirred for 48 hours. After completion of the reaction, water is added to inactivate the reaction mixture, with ethyl acetateExtracted. The organic layer was washed with saturated brine, dried with magnesium sulfate, filtered, concentrated under reduced pressureIt was carried out. The residue was purified by silica gel chromatography (hexane: ethyl acetate = 1: 1 ? 1: 9) To give the corresponding benzyl ester (1b) (400 mg, was obtained 2.02 mmol, 22%).Compound 1b (514.8 mg, 2.66 mmol) was added in DCM (10 mL), the mixture obtained (PhO) 2POCl (1.5 eq, 582 muL) and pyridine (5.0 eq, 1.88 mL) was added, and 2.5 hours with stirring to line the reactionWas Tsu. After completion of the reaction, water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer, hydrochloric acid, carbonSodium acid hydrogen, water, and successively washed with saturated brine, and dried over magnesium sulfate,After filtration, it was concentrated under reduced pressure.
  • 17
  • [ 2491-15-8 ]
  • [ 1585-16-6 ]
  • [ 7750-46-1 ]
  • 18
  • [ 2491-15-8 ]
  • [ 100-46-9 ]
  • [ 128404-35-3 ]
  • 19
  • [ 107-10-8 ]
  • [ 2491-15-8 ]
  • N-formyl-N'-propylglycinamide [ No CAS ]
  • 21
  • [ 2491-15-8 ]
  • [ 95617-40-6 ]
  • [ 95617-55-3 ]
  • 22
  • [ 2491-15-8 ]
  • [ 67620-27-3 ]
  • N-[2-((S)-7-Acetylamino-1,2,3-trimethoxy-9-oxo-5,6,7,9-tetrahydro-benzo[a]heptalen-10-ylamino)-ethyl]-2-formylamino-acetamide [ No CAS ]
  • 23
  • [ 2491-15-8 ]
  • (S)-2-((S)-2-Amino-6-benzyloxycarbonylamino-hexanoylamino)-6-benzyloxycarbonylamino-hexanoic acid methyl ester; hydrochloride [ No CAS ]
  • [ 92514-83-5 ]
  • 24
  • [ 2491-15-8 ]
  • [ 160452-49-3 ]
  • benzyl (2S,3S)-2-<(2S)-2-<(formylamino)acetoxy>tridecyl>-3-hexyl-4-oxoazetidine-1-acetate [ No CAS ]
  • 26
  • [ 128038-38-0 ]
  • [ 2491-15-8 ]
 

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