LACTONE 5-HYDROXYMETHYL OROTIC ACID

Base Information

• Chemical Name: LACTONE 5-HYDROXYMETHYL OROTIC ACID
• CAS No.: 4156-75-6
• Molecular Formula: C6H4N2O4
• Molecular Weight: 168.107
• Hs Code.: 2934999090
• Mol file: 4156-75-6.mol

Synonyms:Oroticacid, 5-(hydroxymethyl)-, g-lactone (6CI,7CI);2,4-Dihydroxy-5H-furo[3,4-d]pyrimidin-7-one;NSC 295758;NSC 667243;

Chemical Property of LACTONE 5-HYDROXYMETHYL OROTIC ACID

Chemical Property:

• Melting Point: 310-312 °C
• Refractive Index: 1.631
• PKA: 7.96±0.20(Predicted)
• PSA: 92.02000
• Density: 1.73 g/cm³
• LogP: -1.26640
• Storage Temp.: 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

furo[3,4-d]pyrimidine-2,4,7(1H,3H,5H)-trione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of LACTONE 5-HYDROXYMETHYL OROTIC ACID

There total 5 articles about LACTONE 5-HYDROXYMETHYL OROTIC ACID 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: 77.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + orotic acid (65-86-1,58915-47-2,6784-70-9) → 2,4-dihydroxyfuro[3,4-d]pyrimidin-7(5H)-one (4156-75-6)

Guidance literature:

With hydrogenchloride; In water; at 85 - 95 ℃; for 18h;

Reference yield: 77.0%

orotic acid (6341-93-1) + 1, 3-dioxetane → 2,4-dihydroxyfuro[3,4-d]pyrimidin-7(5H)-one (4156-75-6)

Guidance literature:

With hydrogenchloride; In water; at 85 - 95 ℃;

DOI:10.1016/j.bmcl.2012.01.124

Reference yield: 70.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + orotic acid (65-86-1,58915-47-2,6784-70-9) → furo<3,4-d>pyrimidine-2,4,7(1H,3H,5H)-trione (4156-75-6)

Guidance literature:

With hydrogenchloride; at 95 ℃; for 20h;

DOI:10.1055/s-0039-1690205

upstream raw materials:

formaldehyd

orotic acid

2,4-dihydroxypyrimidine-6-carboxylic acid

orotic acid

Downstream raw materials:

2,4-dihydroxy-6-isopropyl-5,6-dihydro-7H-pyrrolo[3,4-d]pyrimidin-7-one

benzyl (2R)-1-[4-(4-acetylpiperazin-1-yl)-7-oxo-8-propan-2-yl-3,5,8-triazabicyclo[4.3.0]nona-1,3,5-trien-2-yl]pyrrolidine-2-carboxylate

2-chloro-4-{[2-(4-chlorophenyl)-1,1-dimethylethyl]amino}-6-isopropyl-5,6-dihydro-7H-pyrrolo[3,4-d]pyrimidin-7-one

2-chloro-4-[2-(4-fluoro-phenyl)-1,1-dimethyl-ethylamino]-6-isopropyl-5,6-dihydro-pyrrolo[3,4-d]pyrimidin-7-one

Refernces

• 1、 -. "BICYCLIC PYRIDINE AND PYRIMIDINE DERIVATIVES AND THEIR USE IN THE TREATMENT， AMELIORATION OR PREVENTION OF INFLUENZA". Page/Page column 155; 156. . Retrieved 2017/12/27.
• 2、 Cantin, Louis-David,Bayrakdarian, Malken,Buon, Christophe,Grazzini, Eric,Hu, Yun-Jin,Labrecque, Jean,Leung, Carmen,Luo, Xuehong,Martino, Giovanni,Paré, Michel,Payza, Kemal,Popovic, Nirvana,Projean, Denis,Santhakumar,Walpole, Christopher,Yu, Xiao Hong,Tomaszewski, Miros?aw J.. "Discovery of P2X3 selective antagonists for the treatment of chronic pain". scheme or table. p. 2565 - 2571. Retrieved 2012/05/05.