3-(2-Tetrahydrofuryl)-5-fluorouracil

Base Information

• Chemical Name: 3-(2-Tetrahydrofuryl)-5-fluorouracil
• CAS No.: 63901-83-7
• Molecular Formula: C8H9 F N2 O3
• Molecular Weight: 200.169
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID30980821
• Nikkaji Number: J32.370E
• ChEMBL ID: CHEMBL3272517
• Mol file: 63901-83-7.mol

Synonyms:3 FT;3-(tetrahydro-2-furanyl)-5-fluoro-2,4-pyrimidinedione;3-(tetrahydro-2-furanyl)-5-fluorouracil;3-FT;5-fluoro-3-(tetrahydro-2-furyl)-uracil

Chemical Property of 3-(2-Tetrahydrofuryl)-5-fluorouracil

Chemical Property:

• PSA: 64.35000
• Density: 1.45g/cm³
• LogP: 0.39700
• XLogP3: 0
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 200.05972032
• Heavy Atom Count: 14
• Complexity: 316

Purity/Quality:

99% ^*data from raw suppliers

5-FLUORO-3-(TETRAHYDRO-2-FURYL)URACIL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Moderately toxic by ingestion.
• Hazard Codes: Moderately toxic by ingestion.

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(OC1)N2C(=O)C(=CNC2=O)F

Technology Process of 3-(2-Tetrahydrofuryl)-5-fluorouracil

There total 5 articles about 3-(2-Tetrahydrofuryl)-5-fluorouracil 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: 100.0%

1-(octylthio)carbonyl-3-(tetrahydrofuryl)-5-fluorouracil (90162-90-6) → 5-fluoro-3-(tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione (63901-83-7)

Guidance literature:

With isopropylamine; In diethyl ether; for 0.166667h;

Reference yield: 100.0%

1-(octylthio)carbonyl-3-(tetrahydrofuryl)-5-fluorouracil (90162-90-6) + isopropylamine (75-31-0) → 5-fluoro-3-(tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione (63901-83-7)

Guidance literature:

In diethyl ether; for 0.166667h; Ambient temperature;

DOI:10.1248/cpb.34.150

Reference yield: 51.0%

2-acetoxytetrahydrofuran (1608-67-9) + 5-fluorouracil (51-21-8) → tegafur (17902-23-7,65732-47-0,79107-97-4) + 5-fluoro-3-(tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione (63901-83-7) + 1,3-bis(tetrahydro-2-furyl)-5-fluorouracil (62987-05-7)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In N,N-dimethyl-formamide; at 90 ℃; for 24h; Reagent/catalyst; Time; Sealed tube;

DOI:10.1021/acs.oprd.7b00103

upstream raw materials:

1-(octylthio)carbonyl-3-(tetrahydrofuryl)-5-fluorouracil

isopropylamine

2-acetoxytetrahydrofuran

5-fluorouracil

Refernces

• 1、 Ozaki,Watanabe,Hoshiko,Nagase,Ogasawara,Furukawa,Uemura,Ishikawa,Mori. "5-Fluorouracil derivatives. X. Synthesis and antitumor activities of α-alkoxyalkyl-5-fluorouracils". . p. 150 - 157. Retrieved 2007/10/02.
• 2、 Ozaki, Shoichiro,Watanabe, Yutaka,Fujisawa, Hiroshi,Hoshiko, Tomonori. "5-FLUOROURACIL DERIVATIVES. VI. ALKYLATION OF 5-FLUOROURACIL USING THE (OCTYLTHIO)CARBONYL GROUP AS A PROTECTING FUNCTION". . p. 527 - 530. Retrieved 2007/10/02.