Identification | Back Directory | [Name]
D-Alanine Isopropyl Ester HCl | [CAS]
39613-92-8 | [Synonyms]
D-ALa-Oipr. HCL H-D-Ala-OiPr·HCl H-D-Ala-OiPro.HCl Tenofovir Impurity 7 HCl D-Alanine Isopropyl Ester HCl D-Alanine 1-methylethyl ester HCl isopropyl D-alaninate hydrochloride D-Alanine Isopropyl Ester HCl USP/EP/BP D-Alanine isopropyl ester (hydrochloride) Isopropyl (R)-2-Aminopropanoate Hydrochloride (R)-isopropyl 2-aminopropanoate hydrochloride D-Alanine Isopropyl Ester Hydrochloride, ~90% D-Alanine, 1-methylethyl ester, hydrochloride propan-2-yl (2R)-2-aminopropanoate hydrochloride (S)-2-aminopropionicacidisopropylesterhydrochloride D-Alanine isopropylester HydrochlorideQ: What is
D-Alanine isopropylester Hydrochloride Q: What is the CAS Number of
D-Alanine isopropylester Hydrochloride Q: What is the storage condition of
D-Alanine isopropylester Hydrochloride | [Molecular Formula]
C6H14ClNO2 | [MDL Number]
MFCD17976853 | [MOL File]
39613-92-8.mol | [Molecular Weight]
167.63 |
Chemical Properties | Back Directory | [Melting point ]
80-82oC | [storage temp. ]
under inert gas (nitrogen or Argon) at 2-8°C | [solubility ]
DMSO (Slightly), Methanol (Slightly) | [form ]
Solid | [color ]
White to Off-White |
Hazard Information | Back Directory | [Uses]
D-Alanine Isopropyl Ester Hydrochloride is a chiral reagent used in the synthesis of nucleotide prodrugs such as (PSI-7977) for the treatment of hepatitis C. Also used in the preparation of synthetic sweeteners. | [Synthesis]
To a three-necked flask equipped with a mechanical stirrer, reflux condenser, thermometer and under nitrogen protection was added L-alanine (5.0 g, 56.1 mmol) and 11.1% w/w solution of isopropanol hydrochloride (73.8 g, 224.5 mmol). The reaction mixture was heated to 80-85 °C for 4 h at reflux. The reaction process was monitored by thin layer chromatography (TLC) using 7:3 ethanol-water as the unfolding agent and ninhydrin for color development. Upon completion of the reaction, the reaction mixture was concentrated under reduced pressure to remove isopropanol and the residue was co-evaporated with isopropyl acetate several times to give the final product (R)-isopropyl 2-aminopropionate hydrochloride in oil form (9.4 g, quantitative yield). | [References]
[1] Patent: WO2016/151542, 2016, A1. Location in patent: Page/Page column 19 [2] European Journal of Organic Chemistry, 2018, vol. 2018, # 20, p. 2622 - 2628 [3] ACS Medicinal Chemistry Letters, 2016, vol. 7, # 12, p. 1197 - 1201 [4] Patent: WO2015/38596, 2015, A1. Location in patent: Page/Page column 237; 238 [5] Patent: WO2016/145142, 2016, A1. Location in patent: Page/Page column 287 |
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