143157-22-6

Basic information

• Product Name: 2-Deoxy-2,2-difluoro-D-ribofuranose-3,5-dibenzoate
• Synonyms: 2-Deoxy-2,2-difluoro-D-ribofuranose-3,5-dibenzoate;2-deoxy-2,2-difluoro-D-ribofuranose-3,5-dibenzoate(T7);((2R,3R)-3-(benzoyloxy)-4,4-difluoro-5-hydroxytetrahydrofuran-2-yl)methyl benzoate;a-D-erythro-Pentofuranose,2-deoxy-2,2-difluoro-, 3,5-dibenzoate;3,5-Di-O-benzoyl-2-deoxy-2,2-difluoro-D-erythro-pentofuranose;2-Deoxy-2,2-difluoro-D-erythro-ribofuranose-3,5-dibenzoate;3,5-Di-O-benzoyl-2,2-difluoro-2-deoxyribose;3,5-Di-O-benzoyl-2-deoxy-2,2-difluoro-D-ribofuranose
• CAS NO: 143157-22-6
• Molecular Formula: C19H16F2O6
• Molecular Weight: 378.3235464
• EINECS: 1592732-453-0
• Product Categories: INTERMEDIATESOFGEMCITABINE;Aromatics Compounds;Aromatics;Carbohydrates & Derivatives;Intermediates
• Mol File: 143157-22-6.mol
• Article Data: 24

Chemical Properties

• Boiling Point: 495.925 °C at 760 mmHg
• Flash Point: 253.726 °C
• Appearance: /
• Density: 1.41
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.579
• Storage Temp.: -20°C Freezer, Under Inert Atmosphere
• Solubility: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• PKA: 9.95±0.70(Predicted)
• CAS DataBase Reference: 2-Deoxy-2,2-difluoro-D-ribofuranose-3,5-dibenzoate(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Deoxy-2,2-difluoro-D-ribofuranose-3,5-dibenzoate(143157-22-6)
• EPA Substance Registry System: 2-Deoxy-2,2-difluoro-D-ribofuranose-3,5-dibenzoate(143157-22-6)

Safety Data

• Hazardous Substances Data: 143157-22-6(Hazardous Substances Data)

Usage

Chemical Properties

Brown Semi Solid

InChI:InChI=1/C19H16F2O6/c20-19(21)15(27-17(23)13-9-5-2-6-10-13)14(26-18(19)24)11-25-16(22)12-7-3-1-4-8-12/h1-10,14-15,18,24H,11H2/t14-,15-,18?/m1/s1

Upstream product

• 122111-01-7 2-deoxy-2,2-difluoro-D-erythro-pentonic acid γ-lactone 3,5-dibenzoate 
• 166376-98-3 (R)-3-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2,2-difluoro-3-hydroxy-propionic acid ethyl ester 
• 166275-25-8 (4S,5S)-3,3-Difluoro-4-hydroxy-5-hydroxymethyl-dihydro-furan-2-one 
• 98-88-4 benzoyl chloride 
• 197452-15-6 3,5-di-O-benzoyl-2-deoxy-2,2-difluoro-L-erythro-pentono-γ-lactone 
• 928797-50-6 ethyl (3R,S)-2,2-difluoro-3-hydroxy-(2,2-dimethyldioxolpent-4-yl)propionate 
• 95058-77-8 2-deoxy-2,2-difluoro-1-carbonylribose 

Downstream Products

• 908337-67-7 1-(3,5-di-O-benzoyl-2-deoxy-2,2-difluoro-β-D-erythro-pentofuranos-1-yl)thymine 
• 1321580-95-3 1-(3,5-di-O-benzoyl-2-deoxy-2,2-difluoro-β-D-erythro-pentofuranos-1-yl)-5-chlorouracil 
• 1321580-94-2 1-(3,5-di-O-benzoyl-2-deoxy-2,2-difluoro-β-D-erythro-pentofuranos-1-yl)-5-bromouracil 
• 1321580-93-1 1-(3,5-di-O-benzoyl-2-deoxy-2,2-difluoro-β-D-erythro-pentofuranos-1-yl)-5-iodouracil 

Relevant articles and documents

Purification method of gemcitabine intermediate

The invention provides a purification method of a gemcitabine intermediate, and belongs to the technical field of drug intermediate synthesis. According to the invention, a compound 2 in an existing method (shown in a formula 1 and a formula 2 in a background art) is reduced to obtain a mixture containing a compound 3 and a byproduct compound 9; the mixture reacts with aniline; dehydration condensation reaction of the compound 3 and aniline is achieved; Schiff base is generated; the Schiff base and the byproduct compound 9 are easy to separate; a high-purity compound 3 can be obtained by performing simple acidic hydrolysis and separation on the separated Schiff base; the high-purity compound 3 is subjected to sulfonylation reaction to synthesize a gemcitabine hydrochloride key intermediate compound 5, so that the yield and the purity of the compound 5 can be improved, and the preparation yield and the product quality of the raw material medicine gemcitabine hydrochloride are ensured.

High-selectivity synthesis method for gemcitabine intermediate

The invention discloses a high-selectivity synthesis method for a gemcitabine intermediate. The high-selectivity synthesis method specifically comprises the following process: Step 1, synthesis of T1;Step2, synthesis of T2, to be specific, 550kg of hydrogen peroxide is dropwise added into the T1, and a reaction is controlled to produce the T2; Step3, synthesis of T3, to be specific, sodium acetate trihydrate or sodium carbonate is added into a reaction kettle, the PH value is adjusted with glacial acetic acid, a 10%-15% sodium hypochlorite aqueous solution is dropwise added, and a reaction iscontrolled to produce the T3; Step 4, synthesis of T4; Step 5, synthesis of T5; Step 6, synthesis of T6; Step 7, synthesis of T7; Step 8, synthesis of T8; and Step9, T8 configuration transformation.The high-selectivity synthetic method for the gemcitabine intermediate can reduce the production cost, and meanwhile, can also increase the yield of the gemcitabine intermediate.

Preparation method of 2-deoxy-2, 2-difluoro-D-red-3, 5-dibenzoate

The invention relates to a preparation method of 2-deoxy-2, 2-difluoro-D-red-3, 5-dibenzoate and belongs to the technical field of medicine intermediate synthesis. In order to solve the problems of poor selectivity and safety in the prior art, the inventi