(R)-3-Aminotetrahydrofuran

Base Information

• Chemical Name: (R)-3-Aminotetrahydrofuran
• CAS No.: 111769-26-7
• Molecular Formula: C₄H₉NO
• Molecular Weight: 87.1216
• Hs Code.: 2932190090
• European Community (EC) Number: 807-409-0
• DSSTox Substance ID: DTXSID50451124
• Wikidata: Q72505530
• Mol file: 111769-26-7.mol

Synonyms:(R)-3-Aminotetrahydrofuran;111769-26-7;(R)-tetrahydrofuran-3-amine;(3R)-OXOLAN-3-AMINE;3-FURANAMINE, TETRAHYDRO-, (3R)-;(R)-TETRAHYDRO-FURAN-3-YLAMINE;MFCD08234424;(R)-3-Amino Tetrahydrofuran;(3R)-tetrahydro-3-furanamine;(3R)-tetrahydrofuran-3-amine;(R)-Tetrahydrofuran-3-ylamine;DTXSID50451124;MIPHRQMEIYLZFZ-SCSAIBSYSA-N;AKOS006285747;AKOS015854173;BP-11310;KS-10418;A2216;CS-0053316;EN300-256939;Q-102495

Chemical Property of (R)-3-Aminotetrahydrofuran

Chemical Property:

• Vapor Pressure: 12.071mmHg at 25°C
• Refractive Index: 1.453
• Boiling Point: 125.6 °C at 760 mmHg
• PKA: 8.90±0.20(Predicted)
• Flash Point: 36.8 °C
• PSA: 35.25000
• Density: 0.997 g/cm³
• LogP: 0.43430
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: -0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 87.068413911
• Heavy Atom Count: 6
• Complexity: 46.8

Purity/Quality:

98%,99%, ^*data from raw suppliers

(R)-3-Aminotetrahydrofuran ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COCC1N
• Isomeric SMILES: C1COC[C@@H]1N
• Description: (R)-Tetrahydrofuran-3-ylamine is a synthetic intermediate useful for pharmaceutical synthesis

Technology Process of (R)-3-Aminotetrahydrofuran

There total 11 articles about (R)-3-Aminotetrahydrofuran which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 85.0%

(R)-tetrahydrofuran-3-carboxylic acid amide (1376611-01-6) → (3R)-tetrahydro-3-furanamine (111769-26-7)

Guidance literature:

With sodium hypochlorite; sodium hydroxide; at 0 - 65 ℃; for 0.5h;

Reference yield:

(3S)-tetrahydrofuran-3-amine hydrochloride (204512-95-8,1185756-83-5,204512-94-7) → (S)-tetrahydrofuran-3-yl-amine (104530-79-2,111769-26-7)

Guidance literature:

With sodium hydroxide; for 0.0833333h;

Reference yield:

tetrahydrofuran-3-one (22929-52-8) → (S)-tetrahydrofuran-3-yl-amine (104530-79-2,111769-26-7) + (3R)-tetrahydro-3-furanamine (111769-26-7)

Guidance literature:

With (S)-1-phenyl-ethylamine; pyridoxal 5'-phosphate; Halomonas elongata amine transaminase D₅E mutant; In aq. phosphate buffer; dimethyl sulfoxide; at 37 ℃; for 2h; pH=8; Reagent/catalyst; enantioselective reaction; Catalytic behavior; Enzymatic reaction;

DOI:10.1039/c8sc05712e

upstream raw materials:

dihydro-furan-3-one oxime

3-[(benzyloxycarbonyl)amino]tetrahydrofuran

(3S)-tetrahydrofuran-3-amine hydrochloride

tetrahydrofuran-3-one

Downstream raw materials:

(4S,2R,3R,5R)-2-hydroxymethyl-5-[6-(tetrahydrofuran-3-ylamino)-purin-9-yl]-tetrahydrofuran-3,4-diol

N₂-(2-methoxy-4-(1-methyl-1H-pyrazol-4-yl)phenyl)-N₈-(tetrahydrofuran-3-yl)pyrido[3,4-d]pyrimidine-2,8-diamine

(R)-3-(N-(tetrahydrofuran-3-yl)sulfamoyl)benzoic acid

N-(4-fluoro-3-methylphenyl)-3-[[(3S)-tetrahydrofuran-3-yl]sulfamoyl]benzamide

Refernces

• 1、 Planchestainer, Matteo,Hegarty, Eimear,Heckmann, Christian M.,Gourlay, Louise J.,Paradisi, Francesca. "Widely applicable background depletion step enables transaminase evolution through solid-phase screening". . p. 5952 - 5958. Retrieved 2019/06/19.
• 2、 Haddad, Nizar,Qu, Bo,Rodriguez, Sonia,Van Der Veen, Lars,Reeves, Diana C.,Gonnella, Nina C.,Lee, Heewon,Grinberg, Nelu,Ma, Shengli,Krishnamurthy, Dhileepkumar,Wunberg, Tobias,Senanayake, Chris H.. "Catalytic asymmetric hydrogenation of heterocyclic ketone-derived hydrazones, pronounced solvent effect on the inversion of configuration". supporting information; experimental part. p. 3718 - 3722. Retrieved 2011/08/06.