111769-26-7

Basic information

• Product Name: (R)-3-AMINOTETRAHYDROFURAN
• Synonyms: (R)-3-AMINOTETRAHYDROFURAN;(R)-TETRAHYDROFURAN-3-AMINE;R-(+)-3-Aminotetrahydofuran;(R)-3-AMinotetrahydrofura...;3-S-aMinotetrahydrofuran hydrochloride;(3R)-oxolan-3-aMine;(R)-3-AMINOTETRAHYDROFURAN hcl;(3R)-3-Aminotetrahydrofuran
• CAS NO: 111769-26-7
• Molecular Formula: C4H9NO
• Molecular Weight: 87.12
• Product Categories: Tetrahydrofuran Series
• Mol File: 111769-26-7.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 126℃
• Flash Point: 37℃
• Appearance: /
• Density: 0.997
• Vapor Pressure: 12.071mmHg at 25°C
• Refractive Index: 1.453
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 8.90±0.20(Predicted)
• CAS DataBase Reference: (R)-3-AMINOTETRAHYDROFURAN(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-3-AMINOTETRAHYDROFURAN(111769-26-7)
• EPA Substance Registry System: (R)-3-AMINOTETRAHYDROFURAN(111769-26-7)

Safety Data

• RIDADR: UN1760
• Hazardous Substances Data: 111769-26-7(Hazardous Substances Data)

Usage

Description

(R)-Tetrahydrofuran-3-ylamine is a synthetic intermediate useful for pharmaceutical synthesis

Chemical Properties

Pale yellow liquid

InChI:InChI=1/C4H9NO/c5-4-1-2-6-3-4/h4H,1-3,5H2/t4-/m1/s1

Upstream product

• 18487-74-6 dihydro-furan-3-one oxime 
• 22929-52-8 tetrahydrofuran-3-one 
• 100390-87-2 3-[(benzyloxycarbonyl)amino]tetrahydrofuran 
• 1376611-01-6 (R)-tetrahydrofuran-3-carboxylic acid amide 
• 1364632-31-4 [(3R)-tetrahydrofuran-3-yl]hydrazine hydrochloride 
• 1072015-52-1 [(3R)-tetrahydrofuran-3-yl]ammonium chloride 
• 204512-95-8 (3S)-tetrahydrofuran-3-amine hydrochloride 

Downstream Products

• 204512-89-0 (4S,2R,3R,5R)-2-hydroxymethyl-5-[6-(tetrahydrofuran-3-ylamino)-purin-9-yl]-tetrahydrofuran-3,4-diol 
• 913949-81-2 4-[(S)-4-tert-butoxycarbonyl-2-({2-phenyl-6-[(R)-(tetrahydro-furan-3-yl)amino]-pyrimidine-4-carbonyl}-amino)-butyryl]-piperazine-1-carboxylic acid ethyl ester 
• 1611472-40-2 8-(4-chlorophenyl)-N-(tetrahydrofuran-3-yl)-1,6-naphthyridine-2-carboxamide 
• 1578244-36-6 N₂-(2-methoxy-4-(1-methyl-1H-pyrazol-4-yl)phenyl)-N₈-(tetrahydrofuran-3-yl)pyrido[3,4-d]pyrimidine-2,8-diamine 
• 1572515-39-9 (R)-3-(N-(tetrahydrofuran-3-yl)sulfamoyl)benzoic acid 
• 1572510-42-9 N-(4-fluoro-3-methylphenyl)-3-[[(3S)-tetrahydrofuran-3-yl]sulfamoyl]benzamide 
• 1572516-28-9 2,6-difluoro-3-[[(3S)-tetrahydrofuran-3-yl]sulfamoyl]benzoic acid 
• 1572516-12-1 5-bromo-2-fluoro-6-methyl-3-[[(3S)-tetrahydrofuran-3-yl]sulfamoyl]benzoic acid 
• 1572510-58-7 N-(3,4-difluorophenyl)-3-[[(3S)-tetrahydrofuran-3-yl]sulfamoyl]benzamide 
• 1456714-32-1 3-nitro-N-(tetrahydrofuran-3-yl)benzamide 
• 1442470-70-3 3-(5-amino-2-chloro-4-fluorophenyl)-1-ethyl-7-(tetrahydrofuran-3-ylamino)-1,6-naphthyridin-2(1H)-one 
• 1280218-16-7 6-(2,4-difluorophenoxy)-8-methyl-2-[(S)-(tetrahydrofuran-3-yl)amino]-8H-pyrido[2,3-d]pyrimidin-7-one 
• 1254965-36-0 rac-5-[3-(4-fluoro-phenyl)-5-hydroxymethyl-isoxazol-4-ylmethoxy]-2-methyl-2H-pyrazole-3-carboxylic acid (tetrahydro-furan-3-yl)-amide 
• 1240401-22-2 3-(5-Methyl-3-phenyl-isoxazol-4-ylmethoxy)-isoxazole-5-carboxylic acid (tetrahydro-furan-3-yl)-amide 

Relevant articles and documents

Implementation of biocatalysis in continuous flow for the synthesis of small cyclic amines

Significant progress has been made in establishing transaminases as robust biocatalysts for the green and scalable synthesis of a diverse range of chiral amines.[1] However, very few examples on the amination of small cyclic ketones have been reported.[2] Cyclic ketones are particularly challenging for transaminase enzymes because they do not display the well-defined small and large substituent areas that are characteristic for the biocatalytic mechanism. In this work, we exploited the broad substrate scope of the (S)-selective transaminase from Halomonas elongata (HeWT) to develop an efficient biocatalytic system in continuous flow to generate a range of small cyclic amines which feature very often in pharmaceuticals and agrochemicals.[3] Tetrahydrofuran-3-one and other challenging prochiral ketones were rapidly (5-45 min) transformed to their corresponding amines with excellent molar conversion (94-99%) and moderate to excellent ee.

Preparation method of (R)-tetrahydrofuran-3-amine

The invention provides a preparation method of (R)-tetrahydrofuran-3-amine. The target product is obtained by conducting two steps of reactions including amidation and Hofmann degradation with (R)-tetrahydrofuran-3-formic acid as main materials. By means of the method, production and operation are easy, the production cycle is short, the product yield is high, no racemate is generated in the production process, the product quality is stable, cost is low, and the method is suitable for industrialized production.

PURINE DERIVATIVES FOR USE IN THE TREATMENT OF ALLERGIC, INFLAMMATORY AND INFECTIOUS DISEASES

Compounds of formula (I): wherein R1 is C1-6alkylamino, or C1-6alkoxy; m is an integer having a value of 3, 4, or 5; n is an integer having a value of 0 to 3; p is an integer having a value of 1 or 2 and salts thereof are inducers of human interferon. Compounds which induce human interferon may be useful in the treatment of various disorders, for example the treatment of allergic diseases and other inflammatory conditions for example allergic rhinitis and asthma, the treatment of infectious diseases and cancer, and may also be useful as vaccine adjuvants.