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CAS No. : | 4289-95-6 | MDL No. : | MFCD00063281 |
Formula : | C10H11NO3 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | NSTPXGARCQOSAU-UHFFFAOYSA-N |
M.W : | 193.20 | Pubchem ID : | 100122 |
Synonyms : |
|
Chemical Name : | 2-Formamido-3-phenylpropanoic acid |
Num. heavy atoms : | 14 |
Num. arom. heavy atoms : | 6 |
Fraction Csp3 : | 0.2 |
Num. rotatable bonds : | 5 |
Num. H-bond acceptors : | 3.0 |
Num. H-bond donors : | 2.0 |
Molar Refractivity : | 50.99 |
TPSA : | 66.4 Ų |
GI absorption : | High |
BBB permeant : | No |
P-gp substrate : | No |
CYP1A2 inhibitor : | No |
CYP2C19 inhibitor : | No |
CYP2C9 inhibitor : | No |
CYP2D6 inhibitor : | No |
CYP3A4 inhibitor : | No |
Log Kp (skin permeation) : | -6.81 cm/s |
Log Po/w (iLOGP) : | 1.08 |
Log Po/w (XLOGP3) : | 0.94 |
Log Po/w (WLOGP) : | 0.43 |
Log Po/w (MLOGP) : | 1.28 |
Log Po/w (SILICOS-IT) : | 1.0 |
Consensus Log Po/w : | 0.95 |
Lipinski : | 0.0 |
Ghose : | None |
Veber : | 0.0 |
Egan : | 0.0 |
Muegge : | 1.0 |
Bioavailability Score : | 0.56 |
Log S (ESOL) : | -1.62 |
Solubility : | 4.66 mg/ml ; 0.0241 mol/l |
Class : | Very soluble |
Log S (Ali) : | -1.92 |
Solubility : | 2.32 mg/ml ; 0.012 mol/l |
Class : | Very soluble |
Log S (SILICOS-IT) : | -2.23 |
Solubility : | 1.14 mg/ml ; 0.00592 mol/l |
Class : | Soluble |
PAINS : | 0.0 alert |
Brenk : | 1.0 alert |
Leadlikeness : | 1.0 |
Synthetic accessibility : | 1.67 |
Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H302-H315-H319-H335 | Packing Group: | N/A |
GHS Pictogram: |
* 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.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
100% | With acetic anhydride at 20℃; for 1h; | |
87% | With acetic anhydride at 20℃; for 19h; | Phenylalanine derivative Phenylalanine (3.45 g, 20.89 mmol) was dissolved in formic acid (25 mL), was added acetic anhydride (3.0 eq, 6.0 mL) and allowed to stirred at room temperature for 19 hours the reaction. After completion of the reaction, the reaction mixture was concentrated under reduced pressure, recrystallized by adding methanol, the corresponding formamide (6a) was obtained (3.50 g, 18.13 mmol, 87%). Compound 6a (1.12 g, 5.81 mmol), and in DMF (20 mL) in, benzyl bromide (1.4 eq, 1.04 mL) and potassium carbonate (3.1 eq, 2.52 g) and, then stirred for 21 hours at room temperature reaction It was. After the reaction, the reaction mixture was quenched by adding water, extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over magnesium sulfate, filtered, and subjected to concentration under reduced pressure. The residue was purified by silica gel chromatography (hexane: ethyl acetate = 1: 1) to give the corresponding benzyl ester (6b) was obtained (1.36 g, 4.81 mmol, 83%). Compound 6b (700.1 mg, 2.47 mmol) was added in DCM (2 mL), the mixture obtained PhOPOCl2 (1.8 eq, 665 μL) and pyridine (5.0 eq, 1.00 mL) was added and the stirred reaction for 1.5 hours went. 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, sodium bicarbonate, washed sequentially with water, and saturated brine, and dried over magnesium sulfate, filtered, subjected to concentration under reduced pressure. The residue was purified by silica gel chromatography (hexane: ethyl acetate = 3: 2) to give the isonitrile (6) (370.8 mg, 1.40 mmol, 57%). Yellow oil. |
81% | In N,N-dimethyl-formamide for 0.166667h; Heating; |
With toluene Entfernen des entstehenden Wassers; | ||
With acetic anhydride at 0 - 20℃; for 1h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
90% | With sodium hydroxide In 1,4-dioxane at 60℃; for 58h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
97% | With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine In dichloromethane at 20℃; for 24h; | |
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 20℃; for 24h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
70% | With N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In dichloromethane at 0 - 20℃; for 6h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
92% | With TEA; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In dichloromethane at 20℃; for 8h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
50% | With TEA; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In dichloromethane at 40℃; for 28h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With (<i>S</i>)-1-phenyl-ethylamine | ||
Stage #1: <i>N</i>-formyl-phenylalanine In acetone for 15h; Heating; Stage #2: With hydrogenchloride In water Further stages. Title compound not separated from byproducts.; | ||
Stage #1: <i>N</i>-formyl-phenylalanine With (R)-1-phenyl-ethyl-amine In water Heating; Stage #2: With hydrogenchloride In water for 4h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: 92 percent / TEA; EDC; 1-hydroxybenzotriazole / CH2Cl2 / 8 h / 20 °C 2: 90 percent / TEA; POCl3 / CH2Cl2 / 2.5 h / -30 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: 50 percent / TEA; EDC; 1-hydroxybenzotriazole / CH2Cl2 / 28 h / 40 °C 2: 71 percent / TEA; POCl3 / CH2Cl2 / 2.25 h / -30 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1.1: 92 percent / TEA; EDC; 1-hydroxybenzotriazole / CH2Cl2 / 8 h / 20 °C 2.1: 90 percent / TEA; POCl3 / CH2Cl2 / 2.5 h / -30 °C 3.1: toluene / 0.5 h / 20 °C 3.2: 68 percent / NH4Cl / toluene / 80 °C 4.1: DIPEA; CuI / tetrahydrofuran / 21 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1.1: 92 percent / TEA; EDC; 1-hydroxybenzotriazole / CH2Cl2 / 8 h / 20 °C 2.1: 90 percent / TEA; POCl3 / CH2Cl2 / 2.5 h / -30 °C 3.1: toluene / 0.5 h / 20 °C 3.2: 68 percent / NH4Cl / toluene / 80 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1.1: 92 percent / TEA; EDC; 1-hydroxybenzotriazole / CH2Cl2 / 8 h / 20 °C 2.1: 90 percent / TEA; POCl3 / CH2Cl2 / 2.5 h / -30 °C 3.1: toluene / 0.5 h / 20 °C 3.2: NH4Cl / toluene / 4 h / 80 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1.1: 92 percent / TEA; EDC; 1-hydroxybenzotriazole / CH2Cl2 / 8 h / 20 °C 2.1: 90 percent / TEA; POCl3 / CH2Cl2 / 2.5 h / -30 °C 3.1: toluene / 0.5 h / 20 °C 3.2: NH4Cl / toluene / 80 °C 4.1: DIPEA; CuI / toluene; tetrahydrofuran / 21 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1.1: 92 percent / TEA; EDC; 1-hydroxybenzotriazole / CH2Cl2 / 8 h / 20 °C 2.1: 90 percent / TEA; POCl3 / CH2Cl2 / 2.5 h / -30 °C 3.1: toluene / 0.5 h / 20 °C 3.2: NH4Cl / toluene / 80 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1.1: 92 percent / TEA; EDC; 1-hydroxybenzotriazole / CH2Cl2 / 8 h / 20 °C 2.1: 90 percent / TEA; POCl3 / CH2Cl2 / 2.5 h / -30 °C 3.1: toluene / 0.5 h / 20 °C 3.2: NH4Cl / toluene / 4 h / 80 °C 4.1: 76 percent / DIPEA; CuI / tetrahydrofuran / 15 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1.1: 92 percent / TEA; EDC; 1-hydroxybenzotriazole / CH2Cl2 / 8 h / 20 °C 2.1: 90 percent / TEA; POCl3 / CH2Cl2 / 2.5 h / -30 °C 3.1: toluene / 0.5 h / 20 °C 3.2: NH4Cl / toluene / 80 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1.1: 50 percent / TEA; EDC; 1-hydroxybenzotriazole / CH2Cl2 / 28 h / 40 °C 2.1: 71 percent / TEA; POCl3 / CH2Cl2 / 2.25 h / -30 °C 3.1: toluene / 0.5 h / 20 °C 3.2: NH4Cl / toluene / 80 °C 4.1: DIPEA; CuI / tetrahydrofuran; toluene / 21 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1.1: 50 percent / TEA; EDC; 1-hydroxybenzotriazole / CH2Cl2 / 28 h / 40 °C 2.1: 71 percent / TEA; POCl3 / CH2Cl2 / 2.25 h / -30 °C 3.1: toluene / 0.5 h / 20 °C 3.2: NH4Cl / toluene / 80 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1.1: 92 percent / TEA; EDC; 1-hydroxybenzotriazole / CH2Cl2 / 8 h / 20 °C 2.1: 90 percent / TEA; POCl3 / CH2Cl2 / 2.5 h / -30 °C 3.1: toluene / 0.5 h / 20 °C 3.2: NH4Cl / toluene / 80 °C 4.1: DIPEA; CuI / toluene; tetrahydrofuran / 21 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1.1: 50 percent / TEA; EDC; 1-hydroxybenzotriazole / CH2Cl2 / 28 h / 40 °C 2.1: 71 percent / TEA; POCl3 / CH2Cl2 / 2.25 h / -30 °C 3.1: toluene / 0.5 h / 20 °C 3.2: 90 percent / NH4Cl / toluene / 80 °C 4.1: DIPEA; CuI / tetrahydrofuran / 21 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1.1: 50 percent / TEA; EDC; 1-hydroxybenzotriazole / CH2Cl2 / 28 h / 40 °C 2.1: 71 percent / TEA; POCl3 / CH2Cl2 / 2.25 h / -30 °C 3.1: toluene / 0.5 h / 20 °C 3.2: 90 percent / NH4Cl / toluene / 80 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1.1: 92 percent / TEA; EDC; 1-hydroxybenzotriazole / CH2Cl2 / 8 h / 20 °C 2.1: 90 percent / TEA; POCl3 / CH2Cl2 / 2.5 h / -30 °C 3.1: toluene / 0.5 h / 20 °C 3.2: NH4Cl / toluene / 80 °C 4.1: DIPEA; CuI / toluene; tetrahydrofuran / 21 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1.1: 92 percent / TEA; EDC; 1-hydroxybenzotriazole / CH2Cl2 / 8 h / 20 °C 2.1: 90 percent / TEA; POCl3 / CH2Cl2 / 2.5 h / -30 °C 3.1: toluene / 0.5 h / 20 °C 3.2: NH4Cl / toluene / 80 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: 97 percent / Et3N; EDC; HOBt / CH2Cl2 / 24 h / 20 °C 2: 87 percent / Et3N; POCl3 / CH2Cl2 / 3 h / -30 - -20 °C | ||
Multi-step reaction with 2 steps 1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / dichloromethane / 24 h / 20 °C 2: triethylamine; trichlorophosphate / dichloromethane / 3 h / -30 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: 70 percent / 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide / CH2Cl2 / 6 h / 0 - 20 °C 2: 83 percent / phosphorus oxychloride; triethylamine / CH2Cl2 / 3 h / -40 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1: 70 percent / 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide / CH2Cl2 / 6 h / 0 - 20 °C 2: 83 percent / phosphorus oxychloride; triethylamine / CH2Cl2 / 3 h / -40 °C 3: 63 percent / NH4Cl / toluene / Heating 4: 83 percent / Pd(OH)2; hydrogen / ethanol / 72 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: 70 percent / 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide / CH2Cl2 / 6 h / 0 - 20 °C 2: 83 percent / phosphorus oxychloride; triethylamine / CH2Cl2 / 3 h / -40 °C 3: 63 percent / toluene / Heating |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: 70 percent / 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide / CH2Cl2 / 6 h / 0 - 20 °C 2: 83 percent / phosphorus oxychloride; triethylamine / CH2Cl2 / 3 h / -40 °C 3: 41 percent / toluene / Heating |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: 70 percent / 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide / CH2Cl2 / 6 h / 0 - 20 °C 2: 83 percent / phosphorus oxychloride; triethylamine / CH2Cl2 / 3 h / -40 °C 3: 53 percent / toluene / Heating |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: 70 percent / 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide / CH2Cl2 / 6 h / 0 - 20 °C 2: 83 percent / phosphorus oxychloride; triethylamine / CH2Cl2 / 3 h / -40 °C 3: 54 percent / toluene / Heating |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: 70 percent / 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide / CH2Cl2 / 6 h / 0 - 20 °C 2: 83 percent / phosphorus oxychloride; triethylamine / CH2Cl2 / 3 h / -40 °C 3: 46 percent / toluene / Heating |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: 70 percent / 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide / CH2Cl2 / 6 h / 0 - 20 °C 2: 83 percent / phosphorus oxychloride; triethylamine / CH2Cl2 / 3 h / -40 °C 3: 37 percent / toluene / Heating |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: 70 percent / 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide / CH2Cl2 / 6 h / 0 - 20 °C 2: 83 percent / phosphorus oxychloride; triethylamine / CH2Cl2 / 3 h / -40 °C 3: 43 percent / toluene / Heating |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: 70 percent / 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide / CH2Cl2 / 6 h / 0 - 20 °C 2: 83 percent / phosphorus oxychloride; triethylamine / CH2Cl2 / 3 h / -40 °C 3: 88 percent / methanol / 2 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: 70 percent / 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide / CH2Cl2 / 6 h / 0 - 20 °C 2: 83 percent / phosphorus oxychloride; triethylamine / CH2Cl2 / 3 h / -40 °C 3: 63 percent / NH4Cl / toluene / Heating |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: 70 percent / 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide / CH2Cl2 / 6 h / 0 - 20 °C 2: 83 percent / phosphorus oxychloride; triethylamine / CH2Cl2 / 3 h / -40 °C 3: 60 percent / toluene / Heating |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: 70 percent / 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide / CH2Cl2 / 6 h / 0 - 20 °C 2: 83 percent / phosphorus oxychloride; triethylamine / CH2Cl2 / 3 h / -40 °C 3: 70 percent / toluene / Heating |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: 70 percent / 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide / CH2Cl2 / 6 h / 0 - 20 °C 2: 83 percent / phosphorus oxychloride; triethylamine / CH2Cl2 / 3 h / -40 °C 3: 44 percent / toluene / Heating |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: 70 percent / 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide / CH2Cl2 / 6 h / 0 - 20 °C 2: 83 percent / phosphorus oxychloride; triethylamine / CH2Cl2 / 3 h / -40 °C 3: 54 percent / toluene / Heating |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: LiAlH4 / tetrahydrofuran; H2O / Heating 2: (i) aq. HCO2H, (ii) aq. HCl |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In formamide | 4 N-Formyl-Phenylalanine EXAMPLE 4 N-Formyl-Phenylalanine Under a nitrogen atmosphere, a slurry of 1.65 gm (10 mmol) phenylalanine in 4.0 ml (100 mmol) formamide was heated at 90° C. for 45 minutes. Examination of the resulting homogeneous solution by proton NMR showed an 85% conversion of the phenylalanine to its N-formyl derivative. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
100% | With hydrogen for 0.00277778h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
83% | With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 21h; | Phenylalanine derivative Phenylalanine (3.45 g, 20.89 mmol) was dissolved in formic acid (25 mL), was added acetic anhydride (3.0 eq, 6.0 mL) and allowed to stirred at room temperature for 19 hours the reaction. After completion of the reaction, the reaction mixture was concentrated under reduced pressure, recrystallized by adding methanol, the corresponding formamide (6a) was obtained (3.50 g, 18.13 mmol, 87%). Compound 6a (1.12 g, 5.81 mmol), and in DMF (20 mL) in, benzyl bromide (1.4 eq, 1.04 mL) and potassium carbonate (3.1 eq, 2.52 g) and, then stirred for 21 hours at room temperature reaction It was. After the reaction, the reaction mixture was quenched by adding water, extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over magnesium sulfate, filtered, and subjected to concentration under reduced pressure. The residue was purified by silica gel chromatography (hexane: ethyl acetate = 1: 1) to give the corresponding benzyl ester (6b) was obtained (1.36 g, 4.81 mmol, 83%). Compound 6b (700.1 mg, 2.47 mmol) was added in DCM (2 mL), the mixture obtained PhOPOCl2 (1.8 eq, 665 μL) and pyridine (5.0 eq, 1.00 mL) was added and the stirred reaction for 1.5 hours went. 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, sodium bicarbonate, washed sequentially with water, and saturated brine, and dried over magnesium sulfate, filtered, subjected to concentration under reduced pressure. The residue was purified by silica gel chromatography (hexane: ethyl acetate = 3: 2) to give the isonitrile (6) (370.8 mg, 1.40 mmol, 57%). Yellow oil. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In dichloromethane at 20℃; for 2h; Inert atmosphere; | 4.2. Trimethylsilyl N-{bis[bis(trimethylsiloxy)phosphoryl]methyl}glycinate 3a General procedure: a. Trimethylsilyl trifluoromethanesulfonate (0.004 mol, 0.89 g),was added under stirring to a mixture of tris(trimethylsilyl) phosphite(0.079 mol, 23.5 g) and N-formylglycine 1a (0.0175 mol, 1.8 g)in methylene chloride (10 mL). The mixture was kept at 20 °C for 2 h. The solvent was removed and then an excess of tris(-trimethylsilyl) phosphite and bis(trimethylsilyl) phosphite weredistilled off under vacuum of 0.5mm Hg to obtain 9.8 g ofdiphosphonate 3a, yield 92%, thick oil. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / dichloromethane / 24 h / 20 °C 2.1: triethylamine; trichlorophosphate / dichloromethane / 3 h / -30 °C 3.1: C43H64N4O4; magnesium triflate / diethyl ether / 0.5 h / 30 °C / Inert atmosphere 3.2: 48 h / 20 °C / Inert atmosphere |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / dichloromethane / 24 h / 20 °C 2.1: triethylamine; trichlorophosphate / dichloromethane / 3 h / -30 °C 3.1: C43H64N4O4; magnesium triflate / diethyl ether / 0.5 h / 30 °C / Inert atmosphere 3.2: 48 h / 20 °C / Inert atmosphere |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / dichloromethane / 24 h / 20 °C 2.1: triethylamine; trichlorophosphate / dichloromethane / 3 h / -30 °C 3.1: C43H64N4O4; magnesium triflate / diethyl ether / 0.5 h / 30 °C / Inert atmosphere 3.2: 48 h / 20 °C / Inert atmosphere |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / dichloromethane / 24 h / 20 °C 2.1: triethylamine; trichlorophosphate / dichloromethane / 3 h / -30 °C 3.1: C43H64N4O4; magnesium triflate / diethyl ether / 0.5 h / 30 °C / Inert atmosphere 3.2: 48 h / 20 °C / Inert atmosphere |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / dichloromethane / 24 h / 20 °C 2.1: triethylamine; trichlorophosphate / dichloromethane / 3 h / -30 °C 3.1: C43H64N4O4; magnesium triflate / diethyl ether / 0.5 h / 30 °C / Inert atmosphere 3.2: 48 h / 20 °C / Inert atmosphere; Molecular sieve 4.1: trifluoroacetic acid / tetrahydrofuran; water / 24 h / 20 °C | ||
Multi-step reaction with 4 steps 1.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / dichloromethane / 24 h / 20 °C 2.1: triethylamine; trichlorophosphate / dichloromethane / 3 h / -30 °C 3.1: C43H64N4O4; magnesium triflate / diethyl ether / 0.5 h / 30 °C / Inert atmosphere 3.2: 48 h / 20 °C / Inert atmosphere 4.1: trifluoroacetic acid / tetrahydrofuran; water / 24 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 20℃; for 24h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 20℃; for 24h; |