Spiro bis(dihydrobenzosilole) phosphoric acid compound as well as synthesis method and application of spiro bis(dihydrobenzosilole) phosphoric acid compound
What is Al technical title?
Al technical title is built by PatSnap Al team. It summarizes the technical point description of the patent document.
A technology for spirobisdihydrobenzothiazole phosphoric acid and compounds, which is applied in the directions of organic chemistry methods, carbon-based compound preparation, chemical instruments and methods, etc. Mild, readily available effects
Active Publication Date: 2021-12-03
SHANGHAI INST OF ORGANIC CHEM CHINESE ACAD OF SCI
View PDF4 Cites 3 Cited by
Summary
Abstract
Description
Claims
Application Information
AI Technical Summary
This helps you quickly interpret patents by identifying the three key elements:
Problems solved by technology
Method used
Benefits of technology
Problems solved by technology
[0004] The technical problem to be solved by the present invention is to provide a spirobidihydrobenzene in order to overcome the single defect of the existing chiral catalyst phosphoric acid ligand Thiazole phosphoric acid compound, its preparation method and application
Method used
the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more
Image
Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
Click on the blue label to locate the original text in one second.
Reading with bidirectional positioning of images and text.
Smart Image
Examples
Experimental program
Comparison scheme
Effect test
Embodiment 2
[0291] Embodiment 2: I-2
[0292]
[0293] White solid, 78% yield, [a] D 24 =+101.87 (c=0.90, CHCl 3 ); 1H NMR (400MHz, chloroform-d) δ7.34(t, J=7.6Hz, 2H), 7.16(d, J=7.6Hz, 2H), 7.05(d, J=8.0Hz, 2H), 3.54(p ,J=7.6Hz,2H),1.75(dd,J=14.0,8.4Hz,2H),1.45(d,J=6.8Hz,6H),1.07(d,J=14.0Hz,2H); 13 C NMR (100MHz, chloroform-d) δ162.18, 154.17, 132.78, 127.72, 122.97, 120.21, 40.12, 25.52, 5.96; 31 PNMR (162MHz, chloroform-d) δ-7.98.; HRMS (ESI-TOF) m / z calculated value C 18 h 19 o 4 SiP[M+H] + :359.0863, measured value: 359.0863.
Embodiment 3
[0294] Embodiment 3: I-3
[0295]
[0296] White solid, equivalent conversion, [a] D 24 =-185.67 (c=0.90, CHCl 3 ); 1 H NMR (400MHz, chloroform-d) δ7.33 (s, 2H), 7.14 (d, J = 32.4Hz, 4H), 3.05–3.28 (m, 4H), 1.41–1.33 (m, 4H); 13 C NMR (101MHz, chloroform-d) δ156.70, 154.06, 132.67, 128.63, 123.36, 118.63, 31.69, 14.58; 31 P NMR (162MHz, chloroform-d) δ-7.23; HRMS (ESI-TOF) m / z calculated value C 16 h 16 o 4 SiP[M+H] + :331.0553, measured value: 331.0550.
Embodiment 4
[0297] Embodiment 4: I-4
[0298]
[0299] White solid, equivalent conversion, [a] D 24 =+185.67 (c=0.90, CHCl 3 ); 1 H NMR (400MHz, chloroform-d) δ7.33 (s, 2H), 7.14 (d, J = 32.4Hz, 4H), 3.05–3.28 (m, 4H), 1.41–1.33 (m, 4H); 13 C NMR (101MHz, chloroform-d) δ156.70, 154.06, 132.67, 128.63, 123.36, 118.63, 31.69, 14.58; 31 P NMR (162MHz, chloroform-d) δ-7.23; HRMS (ESI-TOF) m / z calculated value C 16 h 16 o 4 SiP[M+H] + :331.0553, measured value: 331.0550.
the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more
PUM
Login to view more
Abstract
The invention discloses a spiro bis(dihydrobenzosilole) phosphoric acid compound as well as a synthesis method and application of the spiro bis(dihydrobenzosilole) phosphoric acid compound. The invention provides a method for efficiently constructing a spiro bis(dihydrobenzosilole) phosphoric acid compound as shown in a formula I by using a spiro bis(dihydrobenzosilole) diphenol compound. The method has the characteristics of simplicity and convenience in operation, easiness in obtaining raw materials, mild reaction conditions, high yield, convenience in purification and the like. The spiro bis(dihydrobenzosilole) phosphoric acid compound as shown in the formula I provided by the invention can be directly used as a chiral organic catalyst, or can be used for generating metal complexes with metal salts from the third group to the thirteenth group or can be mixed in situ for use, and is used for catalyzing an asymmetric organic synthesis reaction.
Description
technical field [0001] The invention relates to a spirobis-dihydrobenzothialophosphate compound, a synthesis method and an application thereof. Background technique [0002] Chirality is one of the fundamental properties of nature. Chiral compounds widely exist in natural products, drug molecules and biomacromolecules. In the pharmaceutical industry, chirality is also directly related to the pharmacological action, clinical effect, side effects, drug effect and drug effect time of the drug. Before chiral drugs were recognized by people, some European doctors gave pregnant women racemic (thalidomide) as an analgesic or cough medicine. After taking it, many pregnant women gave birth to congenital deformities. Later studies found that the R-configuration of thalidomide has a sedative effect, but the S-enantiomer has a strong teratogenic effect on embryos. Because of this, the development of methods for constructing optically homochiral compounds is crucial to the technologic...
Claims
the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more
Application Information
Patent Timeline
Application Date:The date an application was filed.
Publication Date:The date a patent or application was officially published.
First Publication Date:The earliest publication date of a patent with the same application number.
Issue Date:Publication date of the patent grant document.
PCT Entry Date:The Entry date of PCT National Phase.
Estimated Expiry Date:The statutory expiry date of a patent right according to the Patent Law, and it is the longest term of protection that the patent right can achieve without the termination of the patent right due to other reasons(Term extension factor has been taken into account ).
Invalid Date:Actual expiry date is based on effective date or publication date of legal transaction data of invalid patent.
Login to view more 
Login to view more