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CAS No. : | 1032-65-1 | MDL No. : | MFCD00006546 |
Formula : | C9H14N3O7P | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | NCMVOABPESMRCP-SHYZEUOFSA-N |
M.W : | 307.20 | Pubchem ID : | 13945 |
Synonyms : |
2'-Deoxycytidine-5'-monophosphate;Deoxycytidylate;1032-65-1;dCMP
|
Num. heavy atoms : | 20 |
Num. arom. heavy atoms : | 6 |
Fraction Csp3 : | 0.56 |
Num. rotatable bonds : | 4 |
Num. H-bond acceptors : | 8.0 |
Num. H-bond donors : | 4.0 |
Molar Refractivity : | 65.6 |
TPSA : | 166.94 Ų |
GI absorption : | Low |
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) : | -10.6 cm/s |
Log Po/w (iLOGP) : | -0.21 |
Log Po/w (XLOGP3) : | -3.42 |
Log Po/w (WLOGP) : | -1.73 |
Log Po/w (MLOGP) : | -2.71 |
Log Po/w (SILICOS-IT) : | -2.52 |
Consensus Log Po/w : | -2.12 |
Lipinski : | 0.0 |
Ghose : | None |
Veber : | 1.0 |
Egan : | 1.0 |
Muegge : | 2.0 |
Bioavailability Score : | 0.11 |
Log S (ESOL) : | 0.45 |
Solubility : | 870.0 mg/ml ; 2.83 mol/l |
Class : | Highly soluble |
Log S (Ali) : | 0.49 |
Solubility : | 954.0 mg/ml ; 3.1 mol/l |
Class : | Highly soluble |
Log S (SILICOS-IT) : | 1.04 |
Solubility : | 3380.0 mg/ml ; 11.0 mol/l |
Class : | Soluble |
PAINS : | 0.0 alert |
Brenk : | 1.0 alert |
Leadlikeness : | 0.0 |
Synthetic accessibility : | 4.07 |
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 |
---|---|---|
in Gegenwart eines Enzympraeparats aus virusinfizierten Escherichiacoli-Zellen; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With dicyclohexyl-carbodiimide |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With acetic acid; sodium nitrite | ||
enzymatisch Bildung mit Hilfe von dCMP-Deaminase aus Embryogewebe von Paracentrotus lividus; | ||
enzymatisch Bildung mit Hilfe von dCMP-Deaminase aus Embryogewebe von Spaerechinus granularis; |
enzymatisch Bildung mit Hilfe von dCMP-Deaminase aus Embryogewebe von Ratten und Kueken; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With ethanol; water; palladium Hydrogenation; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1: 33 % Spectr. 2: 19 % Spectr. 3: 24 % Spectr. 4: 5 % Spectr. | In water at 60℃; for 24h; pH=10; Further byproducts given; | |
1: 8 % Spectr. 2: 4 % Spectr. 3: 83 % Spectr. | In water at 60℃; for 72h; pH=10; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1: 5 % Spectr. 2: 19 % Spectr. 3: 5 % Spectr. 4: 33 % Spectr. | In water at 60℃; for 24h; pH=10; Further byproducts given; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1: 5 % Spectr. 2: 22 % Spectr. 3: 3 % Spectr. 4: 62 % Spectr. | In water at 60℃; for 72h; pH=7; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
14.5% | In N,N-dimethyl-formamide at 25℃; for 0.00555556h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
96% | With hydroxylamine at 37℃; for 24h; pH=6.5; | |
With hydroxylamine |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With alkaline phosphatase; snake venom phosphodiesterase Further byproducts given; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
at 20℃; pH = 1; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1: 51% 2: 58% | With Tris-borate buffer at 90℃; for 7h; | |
1: 51% 2: 58% | With sodium tetrahydroborate; Tris-borate buffer 1.) 90 deg C, 7 h, 2.) acetonitrile, 0 deg C, 1 h; Yield given. Multistep reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
87% | Stage #1: 2'-Deoxycytidine With trichlorophosphate at 20℃; for 0.15h; Flow reactor; Green chemistry; Stage #2: With water at 20℃; Flow reactor; Green chemistry; chemoselective reaction; | |
78% | With tris(p-nitrophenyl)phosphate at 50℃; Erwina herbicola 47/3 cells; | |
With Tris-HCl buffer; ATP; diothiothreitol In various solvent(s) at 37℃; |
With recombinant human deoxycytidine kinase (EC 2.7.1.74); ATP In various solvent(s) at 37℃; | ||
With Tris-HCl buffer; recombinant human cytosolic deoxycytidine kinase; ATP In water; dimethyl sulfoxide at 37℃; | ||
With ATP; magnesium chloride In various solvent(s) at 25℃; | ||
Multi-step reaction with 3 steps 1: pyridine 2: pyridine / und Erwaermen des Reaktionsprodukts mit wss.Essigsaeure 3: palladium; ethanol; water / Hydrogenation | ||
Multi-step reaction with 5 steps 1: pyridine 2: pyridine 3: acetic acid; water 4: pyridine / und Erwaermen des Reaktionsprodukts mit 4-Methyl-morpholin in Benzol 5: palladium; ethanol; water / Hydrogenation | ||
With recombinant human deoxycytidine kinase, His-tagged; potassium chloride; ATP; magnesium chloride; Cleland's reagent; BSA at 37℃; aq. buffer; Enzymatic reaction; | ||
With recombinant deoxyribonucleoside kinase AtdNK from Arabidopsis thaliana (ecotype Columbia); ATP In aq. buffer Enzymatic reaction; | ||
With drosophila melanogaster deoxyribonucleoside kinase; ATP; magnesium chloride In aq. buffer at 37℃; for 24h; Enzymatic reaction; | ||
With potassium chloride; wild-type deoxycytidine kinase; sodium fluoride; ATP; 2-amino-2-hydroxymethyl-1,3-propanediol; magnesium chloride In aq. buffer at 37℃; Enzymatic reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With pyridine; ammonium hydroxide at 50℃; for 12h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With cerium(III) chloride; HEPES buffer; oxygen In water at 50℃; | ||
With phosphate buffer; D-glucose; Xantomonas maltophilia at 30℃; for 40h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With hydrogenchloride; methanol Hydrolysis; | ||
With perchloric acid; water Hydrolysis; | ||
With water; 2,4,6-Trinitrophenol Hydrolysis; |
With sodium hydrogen arsenate; enzyme-substance from of the small intestine-mucous membrane of calf Hydrolysis; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With ATP:CMP-phosphotransferase |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With enzyme-substances from escherichia coli |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With pyridine; phosphoric acid; dicyclohexyl-carbodiimide |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With pyridine; phosphoric acid; dicyclohexyl-carbodiimide unter Zusatz von Tributylamin; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With pyridine; phosphoric acid; dicyclohexyl-carbodiimide |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With dicyclohexyl-carbodiimide |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With ammonium hydroxide In water at 65℃; for 6h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With phosphodiesterase I In various solvent(s) at 37℃; for 1h; Enzymatic reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With pyrimidine nucleoside monophosphate kinase (EC 2.7.4.14.) In phosphate buffer at 37℃; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With acetate buffer; bovine spleen phosphodiesterase II at 37℃; for 1h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With acetate buffer; bovine spleen phosphodiesterase II at 37℃; for 1h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multistep reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With sodium hydroxide; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In water at 20℃; for 2h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
68% | Stage #1: cytidine 5'-(dihydrogen phosphate) With 1,1'-carbonyldiimidazole In N,N-dimethyl-formamide at 20℃; for 1h; Stage #2: C12H27N*C9H16N3O13P3 In N,N-dimethyl-formamide at 20℃; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: TPS-TAZ / pyridine / 2 h / 25 °C 2: NH4OH / H2O / 1 h / 25 °C 3: NH4OH / H2O / 6 h / 65 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: NH4OH / H2O / 1 h / 25 °C 2: NH4OH / H2O / 6 h / 65 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: 0.5 percent / acetonitrile; H2O / 15 h / 0 °C 2: 100 percent / H2O / 0.08 h / 90 °C 3: 51 percent / 1.) Tris-borate buffer, 2.) NaBH4 / 1.) 90 deg C, 7 h, 2.) acetonitrile, 0 deg C, 1 h |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: 14.5 percent / dimethylformamide / 0.01 h / 25 °C 2: sodium methoxide / methanol; H2O / 48 h / Ambient temperature |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: pyridine / und Erwaermen des Reaktionsprodukts mit 4-Methyl-morpholin in Benzol 2: palladium; ethanol; water / Hydrogenation |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: pyridine / und Erwaermen des Reaktionsprodukts mit wss.Essigsaeure 2: palladium; ethanol; water / Hydrogenation | ||
Multi-step reaction with 4 steps 1: pyridine 2: acetic acid; water 3: pyridine / und Erwaermen des Reaktionsprodukts mit 4-Methyl-morpholin in Benzol 4: palladium; ethanol; water / Hydrogenation |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: acetic acid; water 2: pyridine / und Erwaermen des Reaktionsprodukts mit 4-Methyl-morpholin in Benzol 3: palladium; ethanol; water / Hydrogenation |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
29% | Stage #1: 1-hydroxy-7-aza-benzotriazole; cytidine 5'-(dihydrogen phosphate); HATU With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 1h; Stage #2: With sodium perchlorate In diethyl ether; N,N-dimethyl-formamide; acetone at 0℃; for 0.333333h; | 1 Examples1. Synthesis of l-(2 '-Deoxycytidine-5 '-O-phosphor-5' -P-yl)-2-azabenzotriazolide 2'-Deoxycytidine-5?-monophosphate (124 ?mol, 40 mg) in 5 ml DMF was treated with 1- hydroxy-7-azabenzotriazole (248 ?mol, 33.6 mg), O-(7-azaberizotriazol-l-yl)-A?N,.?f'',iV''- tetramethyluronium hexafluorophosphate (248 ?mol, 94.4 mg) and diisopropylethylamine (32 ?l, 186 ?mol). The suspension was stirred 1 h at room temperature under argon. The product was then precipitated by adding to an icecold solution Of NaClO4 (46 mg, 0.38 mmol) in dry acetone (23.4 ml) and dry diethylether (14.6 ml). After stirring for 20 min at 0C, the precipitate was isolated by centrifugation. The solid was washed two times with acetone/Et2O (1:1, v/v, 10 ml) and two times with acetone (10 ml). After drying at 0.1 Torr overnight, the azabenzotriazolide title compound was obtained as pale yellow solid. It was stored under argon at -80C until usage. Yield: 29 % 31P NMR (500 MHZ, DMSO-d6) ? = -0.86 ppm. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
43% | Stage #1: 1,2,4-Triazole; cytidine 5'-(dihydrogen phosphate) With 2,2'-dipyridyldisulphide; triethylamine; triphenylphosphine In N,N-dimethyl-formamide at 20℃; for 1h; Stage #2: With sodium perchlorate In diethyl ether; N,N-dimethyl-formamide; acetone at 0℃; for 0.333333h; | 2 2. Synthesis of l-(2'-Deoxycytidine-5'-0-phosphor-5x-P-yl)-2-triazolideA slurry of 2 '-deoxycytidine-5" -monophosphate (77 ?mol, 25 mg) in 500 ?l DMF was treated with 1,2,4-iH-triazole (385 ?mol, 26,6 mg), triethylamine (65 ?l, 462 ?mol), triphenylphosphine(65 mg, 246,5 ?mol) and 2,2'-dipyridyldisuflide (54 mg, 246,5 ?mol). The suspension was stirred for 1 h at room temperature under argon until all monophosphate is dissolved. The product was then precipitated by adding to an ice-cold solution Of NaClO4 (46 mg, 0.38 mmol) in dry acetone (23.4 ml) and dry diethylether (14.6 ml). After stirring for 20 min at 0 C, the precipitate was isolated by centrifugation. The solid was washed twice with acetone/Et2O (1:1, vZv, 10 ml) and twice with acetone (10 ml). After drying at 0.1 Torr for 16 h, the nucleotidic triazolide was obtained as colourless solid. It was stored under argon at -80C until usage.Yield: 43 %, TLC (cellulose) (1PrOHZNH3ZH2O 7:1:2) Rf= 0.5 31P NMR (202,4 MHz, DMSO-d6) ? = -11.4, - 12.6 ppm. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Stage #1: 2-thio-1-β-D-ribofuranosyl(3H)pyrimidine-2,4-dione 5'-triphosphate With tributyl-amine; dicyclohexyl-carbodiimide In N,N-dimethyl-formamide at 20℃; for 1h; Stage #2: cytidine 5'-(dihydrogen phosphate) With tributyl-amine In N,N-dimethyl-formamide at 20℃; for 48h; Further stages.; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Stage #1: 1-hydroxy-7-aza-benzotriazole; cytidine 5'-(dihydrogen phosphate) With N-ethyl-N,N-diisopropylamine; HATU In 1-methyl-pyrrolidin-2-one Stage #2: With sodium perchlorate In 1-methyl-pyrrolidin-2-one; diethyl ether; acetone |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Stage #1: 2-methylimidazole; cytidine 5'-(dihydrogen phosphate) With 2,2'-dipyridyldisulphide; triethylamine; triphenylphosphine In dimethyl sulfoxide Stage #2: With sodium perchlorate In diethyl ether; dimethyl sulfoxide; acetone |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In water; nitric acid aq. HNO3; ligand dissolved in H2O, soln. of Pu(NO3)4 in aq. HNO3 added, isothermally evapd. at 20°C; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With T5 bacteriophage deoxynucleoside monophosphate kinase; potassium chloride; ATP; ATP; magnesium chloride at 37℃; Tris-HCl buffer; Enzymatic reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
99 %Spectr. | With 1-methyl-1H-imidazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium chloride at 10℃; for 168h; aq. buffer; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1: 69 %Spectr. 2: 13 %Spectr. 3: 10 %Spectr. | Stage #1: 5'-d(CGCACG(2',3'-dideoxy-3'-amino-A))-3'; cytidine 5'-(dihydrogen phosphate); 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride With 1-methyl-1H-imidazole; sodium chloride at 10℃; for 168h; aq. buffer; Stage #2: triethylammonium acetate aq. buffer; | |
1: 27 %Spectr. 2: 13 %Spectr. 3: 7 %Spectr. | Stage #1: 5'-d(CGCACG(2',3'-dideoxy-3'-amino-A))-3'; cytidine 5'-(dihydrogen phosphate); 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride With 1-methyl-1H-imidazole; sodium chloride at 10℃; for 168h; aq. buffer; Stage #2: triethylammonium acetate aq. buffer; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
> 99 %Spectr. | With 1-methyl-1H-imidazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium chloride; magnesium chloride at 10℃; for 168h; aq. buffer; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With 5'-CTCGTCAGCATCTTCAGCATACAGTCAGTG-3'; recombinant human REV1 polymerase (341-829) at 30℃; aq. buffer; Enzymatic reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
6% | With triethylamine In N,N-dimethyl-formamide at 20℃; for 120h; Inert atmosphere; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With triethylamine; dicyclohexyl-carbodiimide In 1,4-dioxane; N,N-dimethyl-formamide at 85℃; for 3h; Inert atmosphere; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: triethylamine; dicyclohexyl-carbodiimide / 1,4-dioxane; N,N-dimethyl-formamide / 3 h / 85 °C / Inert atmosphere 2: sodium hydroxide / methanol; water / 1.5 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: triethylamine; dicyclohexyl-carbodiimide / 1,4-dioxane; N,N-dimethyl-formamide / 3 h / 85 °C / Inert atmosphere 2: sodium hydroxide / methanol; water / 1.5 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In water; acetonitrile |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With water; sodium hydroxide at 60℃; for 6h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With water; sodium hydroxide at 60℃; for 4h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1.1: iodic acid 2.1: copper(l) iodide / N,N-dimethyl-formamide / Inert atmosphere; Darkness 2.2: 18 h / 20 °C / Inert atmosphere; Darkness |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1.1: iodic acid 2.1: copper(l) iodide / N,N-dimethyl-formamide / Inert atmosphere; Darkness 2.2: 18 h / 20 °C / Inert atmosphere; Darkness 3.1: tributyl-amine / water; dimethyl sulfoxide; acetonitrile 4.1: ammonia; water / dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1.1: iodic acid 2.1: copper(l) iodide / N,N-dimethyl-formamide / Inert atmosphere; Darkness 2.2: 18 h / 20 °C / Inert atmosphere; Darkness 3.1: tributyl-amine / water; dimethyl sulfoxide; acetonitrile |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1.1: iodic acid 2.1: copper(l) iodide / N,N-dimethyl-formamide / Inert atmosphere; Darkness 2.2: 18 h / 20 °C / Inert atmosphere; Darkness 3.1: tributyl-amine / water; dimethyl sulfoxide; acetonitrile 4.1: water; sodium hydrogencarbonate; sodium carbonate / pH 9 4.2: 1.5 h | ||
Multi-step reaction with 5 steps 1.1: iodic acid 2.1: copper(l) iodide / N,N-dimethyl-formamide / Inert atmosphere; Darkness 2.2: 18 h / 20 °C / Inert atmosphere; Darkness 3.1: tributyl-amine / water; dimethyl sulfoxide; acetonitrile 4.1: ammonia; water / dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile 5.1: dimethyl sulfoxide / 1.5 h |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With iodic acid |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With nuclease P1 from Penicillium citrinum at 37℃; for 0.0833333h; Enzymatic reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With MilB wild type hydrolase; water In aq. buffer at 37℃; for 0.5h; Enzymatic reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In water Inert atmosphere; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: water / pH 7.0 / Inert atmosphere 2: magnesium chloride / acetonitrile; N,N-dimethyl-formamide / 3 h / 0 - 20 °C / Inert atmosphere 3: Dowex-50-W ion-exchange resin NH4+ form / Inert atmosphere |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: water / pH 7.0 / Inert atmosphere 2: magnesium chloride / acetonitrile; N,N-dimethyl-formamide / 3 h / 0 - 20 °C / Inert atmosphere |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1.1: dicyclohexyl-carbodiimide / water; <i>tert</i>-butyl alcohol 2.1: water; ethanol 2.2: 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With dicyclohexyl-carbodiimide In water; <i>tert</i>-butyl alcohol | ||
With dicyclohexyl-carbodiimide In <i>tert</i>-butyl alcohol |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With 1H-imidazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In water; acetonitrile |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In water-d2 at 37℃; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: dicyclohexyl-carbodiimide / <i>tert</i>-butyl alcohol 2: dimethyl sulfoxide / 20 °C / Inert atmosphere |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: dicyclohexyl-carbodiimide / <i>tert</i>-butyl alcohol 2: dimethyl sulfoxide / 20 °C / Inert atmosphere |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: dicyclohexyl-carbodiimide / <i>tert</i>-butyl alcohol 2: dimethyl sulfoxide / 20 °C / Inert atmosphere |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: dicyclohexyl-carbodiimide / <i>tert</i>-butyl alcohol 2: dimethyl sulfoxide / 20 °C / Inert atmosphere |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: dicyclohexyl-carbodiimide / <i>tert</i>-butyl alcohol 2: dimethyl sulfoxide / 20 °C / Inert atmosphere |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: dicyclohexyl-carbodiimide / <i>tert</i>-butyl alcohol 2: dimethyl sulfoxide / 20 °C / Inert atmosphere |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: dicyclohexyl-carbodiimide / <i>tert</i>-butyl alcohol 2: dimethyl sulfoxide / 20 °C / Inert atmosphere 3: water / 48 h / Irradiation |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: dicyclohexyl-carbodiimide / <i>tert</i>-butyl alcohol 2: dimethyl sulfoxide / 20 °C / Inert atmosphere 3: water / 48 h / Irradiation |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: dicyclohexyl-carbodiimide / <i>tert</i>-butyl alcohol 2: dimethyl sulfoxide / 20 °C / Inert atmosphere 3: water / 48 h / Irradiation |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: dicyclohexyl-carbodiimide / <i>tert</i>-butyl alcohol 2: dimethyl sulfoxide / 20 °C / Inert atmosphere 3: water / 48 h / Irradiation |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: dicyclohexyl-carbodiimide / <i>tert</i>-butyl alcohol 2: dimethyl sulfoxide / 20 °C / Inert atmosphere 3: water / 48 h / Irradiation |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: dicyclohexyl-carbodiimide / <i>tert</i>-butyl alcohol 2: dimethyl sulfoxide / 20 °C / Inert atmosphere 3: water / 48 h / Irradiation |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
9% | With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; sodium hydroxide In water; <i>tert</i>-butyl alcohol for 2h; Reflux; |