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CAS NO.541-16-2
98%(1-500)Kilogram98%(500-1000)Kilogram
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10.Product application: Medicinal Chemistry 、 Biomedicine、 Pharmaceutical intermediate、 Chemistry experiment 、Biological experiments 、Chemical reagent、 For R&D use only.
Product Properties
Di-tert-Butyl malonate Chemical Properties | |
Cas No. | 541-16-2 |
Molecular Formula | C11H20O4 |
Molecular Weight | 216.27 |
Synonyms | Propanedioic acid, bis(1,1-dimethylethyl) ester;propanedioicacid,bis(1,1-dimethylethyl)ester;Di-tert-butyl malonate stab. with potassium carbonate;Di-tert-Butyl malote;1,3-di-tert-butyl propanedioate;DI-TERT-BUTYL MALONATE;DI-T-BUTYL MALONATE;bis(1,1-dimethylethyl) malonate |
Melting point | -7--6 °C (lit.) |
Boiling point | 110-111 °C/22 mmHg (lit.) |
Density | 1.0±0.1 g/cm3 |
Refractive Index | n20/D 1.418(lit.) |
Fp | 88 °C |
Storage temp. | Keep in dark place,Sealed in dry,Room Temperature |
Solubility | Chloroform, Ethyl Acetate |
pka | 11.87±0.46(Predicted) |
Form | Liquid |
Color | Clear colorless to slightly yellow |
Water Solubility | It is hardly soluble in water. |
Merck | 143,034 |
BRN | 1781766 |
InChIKey | CLPHAYNBNTVRDI-UHFFFAOYSA-N |
CAS DataBase Reference | 541-16-2(CAS DataBase Reference) |
NIST Chemistry Reference | di-tert-Butyl malonate(541-16-2) |
EPA Substance Registry System | Propanedioic acid, bis(1,1-dimethylethyl) ester (541-16-2) |
Di-tert-Butyl malonate Usage
1. In the preparation of ketones.
2. Di-tert-butyl malonate, is used as a pharmaceutical intermediate. it can be used to produce Diazomalonsaeure-di-tert-butylester at the ambient temperature. It will need reagents cesium carbonate, p-toluenesulfonyl azide and solvent tetrahydrofuran with the reaction time of 1 hour. T
3. Di-tert-butyl malonate was used in total synthesis of (+/?)-actinophyllic acid. It was also employed as precursor for metal-organic chemical vapor deposition of HfO2 and ZrO2 thin films.
Product Preparation
The central step in these syntheses is the aza-Cope/Mannich reaction, which constructs the previously unknown hexacyclic ring system of actinophyllic acid in one step from much simpler tetracyclic precursors. The tetracyclic hexahydro-1,5-methano-1H-azocino[4,3-b]indole ketone rac-37 is assembled from o-nitrophenylacetic acid in four steps, with oxidative cyclization of a dienolate derivative of tricyclic precursor rac-35 being the central step. In the first-generation synthesis, this intermediate is transformed in two steps to homoallyl amine rac-43, whose formaldiminium derivative undergoes efficient aza-Cope/Mannich reaction to give pentacyclic ketone rac-44. In four additional steps, this intermediate is advanced to (+/-)-actinophyllic acid. The synthesis is streamlined by elaborating ketone rac-37 to beta-hydroxyester intermediate rac-53, which is directly transformed to (+/-)-actinophyllic acid upon exposure to HCl and paraformaldehyde. This concise second-generation total synthesis of (+/-)-actinophyllic acid is realized in 22% overall yield from commercially available di-tert-butyl malonate and o-nitrophenylacetic acid by a sequence that proceeds by way of only six isolated intermediates. The first enantioselective total synthesis of (-)-actinophyllic acid (1) is accomplished by this direct sequence from tricyclic keto malonate (S)-35. Catalytic enantioselective reduction of alpha,beta-unsaturated ketone 66 is the key step in the preparation of intermediate (S)-35 from the commercially available Boc-amino acid 65. Discussed also is the possibility that the aza-Cope/Mannich reaction might be involved in the biosynthesis of (-)-actinophyllic acid.
Company Information
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