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IdentificationPhysical DataSpectraRoute of Synthesis (ROS)Safety and HazardsOther Data

Identification

Product Nameethoxy]acetic acidIUPAC Name2-ethoxy]acetic acidMolecular StructureCAS Registry Number 166108-71-0Synonyms166108-71-0ethoxy]acetic acidFmoc-NH-PEG2-CH2COOH1-(9H-FLUOREN-9-YL)-3-OXO-2,7,10-TRIOXA-4-AZADODECAN-12-OIC ACIDFmoc-8-amino-3,6-dioxaoctanoic acid8-(Fmoc-amino)-3,6-dioxaoctanoic acid{2-ethoxy}acetic acid2-ethoxy]acetic AcidFMOC-AEEAC-OHMFCD01321015FMOC-AMINO-3,6 DIOXAOCTANOIC ACID3,6,11-TRIOXA-9-AZADODECANOIC ACID, 12-(9H-FLUOREN-9-YL)-10-OXO-8-(9-FLUORENYLMETHYLOXYCARBONYL-AMINO)-3,6-DIOXAOCTANOIC ACIDFmoc-Adoa-OH;8-(Fmoc-amino)-3,6-dioxa-octanoic acid;{2--ethoxy}-acetic acid;Fmoc-8-amino-3,6-dioxa-octanoic acidacetic acidFmoc-mini-PEGXQPYRJIMPDBGRW-UHFFFAOYSA-NFmoc-AEEA-OHFMOC-ADOA2,7,10-Trioxa-4-azadodecan-12-oic acid, 1-(9H-fluoren-9-yl)-3-oxo-8--3,6-dioxa-n-octanoic Acidethoxy]acetic AcidFmoc-NH-PEG2-CH2COOH;SCHEMBL259018DTXSID50373231BCP11185TD8147AKOS015840985AB09039CS-W007713HY-W007713AC-26584AM808139AS-17641BP-22044SY0174268-(Fmoc-amino)-3,6-dioxa-n-octanoic AcidF0719FT-06455282-ethoxy]acetic acidEN300-1556421Fmoc-NH-PEG2-CH2COOHFmoc-NH-PEG2-CH2COOHA8106968-(9-Fluorenylmethoxycarbonylamino)-3,6-dioxaoctanoic acid{2-ethoxy}acetic acid, >=95.0% (HPLC)(2-(2-(9H-fluoren-9-ylmethoxycarbonylamino)ethoxy)ethoxy)acetic acidethoxy]ethoxy]acetic Acid2-amino}ethoxy)ethoxy]acetic acid2-{2-CARBONYL}AMINO)ETHOXY]ETHOXY}ACETIC ACID2-ethoxy]acetic acid;1-(9H-Fluoren-9-yl)-3-oxo-2,7,10-trioxa-4-azadodecan-12-oic acidMolecular FormulaC21H23NO6Molecular Weight385.4InChIInChI=1S/C21H23NO6/c23-20(24)14-27-12-11-26-10-9-22-21(25)28-13-19-17-7-3-1-5-15(17)16-6-2-4-8-18(16)19/h1-8,19H,9-14H2,(H,22,25)(H,23,24)InChI KeyXQPYRJIMPDBGRW-UHFFFAOYSA-NIsomeric SMILESC1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)NCCOCCOCC(=O)O

Patent InformationPatent IDTitlePublication DateCN114213283Method for preparing ethyoxyl] acetic acid by one-pot method2022

Physical Data

AppearanceWhite powder

Spectra

Description (NMR Spectroscopy)Nucleus (NMR Spectroscopy)Solvents (NMR Spectroscopy)Frequency (NMR Spectroscopy), MHzChemical shifts1Htetradeuteriomethanol3001Htetradeuteriomethanol300Chemical shifts13Ctetradeuteriomethanol

Route of Synthesis (ROS)

Route of Synthesis (ROS) of ethoxy]acetic acid CAS# 166108-71-0

ConditionsYieldWith anhydrous sodium carbonate In tetrahydrofuran at 15 - 20℃; for 3h;Experimental ProcedureCompound A3 (0.2g, 1.23mmol), 2mL of tetrahydrofuran, 2mL of water and sodium carbonate (0.2g, 1.84mmol) were added to the reaction kettle, the reaction temperature was maintained at 15-20°C, and fluorene methoxycarbonyl succinimide was added. (abbreviated as Fmoc-Osu, 0.4 g, 1.23 mmol) to carry out acylation reaction, after 3 hours of reaction, spot plate to confirm the end point of the reaction, then add ethyl acetate to the reaction solution, adjust pH=2-3 with hydrochloric acid, stand for fractionation The organic phase was washed three times with saturated brine, dried over sodium sulfate, and concentrated to obtain Fmoc-AEEA (0.43 g, yield 91%, purity 99.8%).The purity of Fmoc-AEEA synthesized in this example is 99.8%, and the total yield is 88%×91%×93%×91%=67.78%.91%With Sodium hydrogenocarbonate In ethanol; lithium hydroxide monohydrate for 6h; pH=9;Experimental Procedure Add sodium bicarbonate solid to adjust the product pH of step d to be about 9, then add 140mL of water, 140ml of ethanol, add 42.5g of Fmoc-osu in batches, react 6h after TLC monitoring, after the completion of the reaction; concentrate most of the ethanol under reduced pressure , the pH was adjusted to 2 with hydrochloric acid, crystal seeds were added for crystallization, the solid was precipitated and the crystallization continued for 2 h, filtered and dried to obtain 41.6 g of a white solid, namely ethoxy base]acetic acid.Result detection: the obtained ethoxy]acetic acid has a purity of 99.6% and a yield of 63.2%.63.2%With potassium carbonate In lithium hydroxide monohydrate for 16h;

Safety and Hazards

Pictogram(s)SignalWarningGHS Hazard StatementsH315 (100%): Causes skin irritation H319 (100%): Causes serious eye irritation H335 (100%): May cause respiratory irritation Precautionary Statement CodesP261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501(The corresponding statement to each P-code can be found at the GHS Classification page.)

Other Data

TransportationAt room temperature away from lightStorageAt room temperature away from lightShelf Life1 yearMarket Price

DruglikenessLipinski rules componentMolecular Weight385.417logP2.159HBA7HBD2Matching Lipinski Rules4Veber rules componentPolar Surface Area (PSA)94.09Rotatable Bond (RotB)12Matching Veber Rules1

Use Patternethoxy]acetic acid CAS#: 166108-71-0 is an intermediate of API Sermaglutide.
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