(R)-(-)-Tetrahydrofurfurylamine

Base Information

• Chemical Name: (R)-(-)-Tetrahydrofurfurylamine
• CAS No.: 7202-43-9
• Molecular Formula: C5H11 N O
• Molecular Weight: 101.148
• Hs Code.: 2932190090
• DSSTox Substance ID: DTXSID00370134
• Nikkaji Number: J1.704.675F
• Wikidata: Q72505616
• Mol file: 7202-43-9.mol

Synonyms:(R)-(-)-Tetrahydrofurfurylamine;7202-43-9;(R)-(tetrahydrofuran-2-yl)methanamine;(R)-tetrahydrofurfurylamine;[(2R)-oxolan-2-yl]methanamine;(R)-2-Tetrahydrofurfurylamine;(R)-Tetrahydrofuran-2-yl-methylamine;2-Furanmethanamine, tetrahydro-, (2R)-;R-(tetrahydrofuran-2-yl)methanamine;1-[(2R)-OXOLAN-2-YL]METHANAMINE;MFCD00192476;(2R)-tetrahydro-2-furanmethanamine;XHG;(R)-2-(Aminomethyl)tetrahydrofuran;(R)-(-)-2-(Aminomethyl)tetrahydrofuran;R-Tetrahydrofurfurylamine;1-[(2R)-tetrahydrofuran-2-yl]methanamine;(2r)-tetrahydrofurfurylamine;(R)-tetrahydro-furfurylamine;SCHEMBL226121;(R)-2-aminomethyltetrahydrofuran;DTXSID00370134;YNOGYQAEJGADFJ-RXMQYKEDSA-N;(2R)-2-methyltetrahydrofuran-2-amine;AKOS015836399;(2R)-Tetrahydrofuran-2beta-methanamine;AM81808;CS-W011317;(R)-(-)-Tetrahydrofurfurylamine, 99%;BP-12970;CS-17344;T2551;EN300-115370;S11127;(R)-(-)-2-(AMINOMETHYL)TETRAHYDROFURANE;A837400

Chemical Property of (R)-(-)-Tetrahydrofurfurylamine

Chemical Property:

• Vapor Pressure: 2.95mmHg at 25°C
• Refractive Index: n20/D 1.455(lit.)
• Boiling Point: 151-152 ºC
• PKA: 9.47±0.29(Predicted)
• Flash Point: 45 ºC
• PSA: 35.25000
• Density: 0.98
• LogP: 0.82440
• Storage Temp.: Flammables area
• Sensitive.: Hygroscopic
• Water Solubility.: miscible
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 101.084063974
• Heavy Atom Count: 7
• Complexity: 56

Purity/Quality:

99% ^*data from raw suppliers

(R)-(-)-Tetrahydrofurfurylamine ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi,F
• Statements: 10-36/37/38
• Safety Statements: 16-26-36/37/39-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(OC1)CN
• Isomeric SMILES: C1C[C@@H](OC1)CN
• Uses: (R)-(-)-Tetrahydrofurfurylamine is used in the synthesis of novel topoisomerase I targeting anti-cancer agents with mild to potent cytotoxic activity. Also used in the discovery and synthesis of orally bioavailable stearoyl-CoA desaturase 1 inhibitors.

Technology Process of (R)-(-)-Tetrahydrofurfurylamine

There total 9 articles about (R)-(-)-Tetrahydrofurfurylamine 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: 97.64%

(S)-2-dibenzylaminomethyltetrahydrofuran → S-tetrahydrofurfurylamine (4795-29-3,7202-43-9,13346-01-5,7175-81-7)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 60 ℃; for 24h; under 3750.38 Torr; Autoclave;

Reference yield: 68.0%

TETRAHYDROFURFURYLAMINE (4795-29-3) → (R)-tetrahydrofurfurylamine (7202-43-9) + S-tetrahydrofurfurylamine (4795-29-3,7202-43-9,13346-01-5,7175-81-7)

Guidance literature:

TETRAHYDROFURFURYLAMINE; With L-Tartaric acid; In water; acetone; at 4 ℃; for 24h; Resolution of racemate;

With potassium hydroxide; In water; Resolution of racemate;

DOI:10.1134/S1070428007120123

Reference yield: 68.0%

TETRAHYDROFURFURYLAMINE (4795-29-3) → (R)-tetrahydrofurfurylamine (7202-43-9) + S-tetrahydrofurfurylamine (4795-29-3,7202-43-9,13346-01-5,7175-81-7)

Guidance literature:

TETRAHYDROFURFURYLAMINE; With L-Tartaric acid; In water; acetone; at 4 ℃; for 24h; Resolution of racemate;

With potassium hydroxide; In water; Resolution of racemate;

DOI:10.1134/S1070428007120123

upstream raw materials:

TETRAHYDROFURFURYLAMINE

furfural

Downstream raw materials:

5,6-diphenyl-4-[(S)-(tetrahydrofuran-2-yl)-methyl]aminofuro[2,3-d]pyrimidine

(2S,4S,5S,7S)-5-azido-4-(tert-butyldimethylsilanyloxy)-2-isopropyl-7-[4-methoxy-3-(3-methoxypropoxy)benzyl]-8-methyl-N-(tetrahydrofuran-2(R)-ylmethyl)nonamide

((1S,2S,4S)-2-hydroxy-1-{(S)-2-[3-(3-methoxy-propoxy)-4-methyl-benzyl]-3-methyl-butyl}-5-methyl-4-{[(R)-1-(tetrahydro-furan-2-yl)methyl]-carbamoyl}-hexyl)-carbamic acid tert-butyl ester

Refernces

• 1、 -. "Preparation method of chiral 2 - aminomethyltetrahydrofuran (by machine translation)". Paragraph 0061; 0067-0068. . Retrieved 2020/11/25.
• 2、 Belanger, Patrice C.,Williams, Haydn W. R.. "Syntheses of optically active 2-tetrahydrofuran derivatives". . p. 1383 - 1386. Retrieved 2007/10/02.