Mevalonolactone-2-13C

Base Information

• Chemical Name: Mevalonolactone-2-13C
• CAS No.: 53771-22-5
• Molecular Formula: C6H10O3
• Molecular Weight: 131.15
• DSSTox Substance ID: DTXSID60487212
• Mol file: 53771-22-5.mol

Synonyms:Mevalonolactone-2-13C;53771-22-5;MEVALONIC-2-13C LACTONE;4-hydroxy-4-methyl(313C)oxan-2-one;DL-Mevalonic-2-13C lactone;DTXSID60487212;AKOS015913343;Mevalonolactone-2-13C, 99 atom % 13C, 98% (CP)

Chemical Property of Mevalonolactone-2-13C

Chemical Property:

• Melting Point: 28 °C(lit.)
• Refractive Index: n20/D 1.473(lit.)
• Boiling Point: 150 °C5 mm Hg(lit.)
• Flash Point: >230 °F
• PSA: 46.53000
• Density: 1.189g/cm³
• LogP: 0.07440
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 131.06634901
• Heavy Atom Count: 9
• Complexity: 132

Purity/Quality:

99% ^*data from raw suppliers

Mevalonolactone-2-13C 99 atom % ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CCOC(=O)C1)O
• Isomeric SMILES: CC1(CCOC(=O)[13CH2]1)O

Technology Process of Mevalonolactone-2-13C

There total 5 articles about Mevalonolactone-2-13C 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: 92.0%

5-benzyloxy-3-hydroxy-3-methylpentanoic-2-13C acid (57830-65-6) → tetrahydro-4-hydroxy-4-methyl-2H-pyran-2-one-13C (53771-22-5)

Guidance literature:

With hydrogen; palladium; In ethanol; at 25 ℃; for 10h; under 2585.81 Torr; Reagent/catalyst;

DOI:10.15227/orgsyn.060.0092

Reference yield: 88.0%

N-Butyl 5-acetoxy-3-hydroxy-3-methyl<2-(13)C>pentanoate → tetrahydro-4-hydroxy-4-methyl-2H-pyran-2-one-13C (53771-22-5)

Guidance literature:

With potassium hydroxide; for 12h; Ambient temperature;

DOI:10.1021/ja00198a039

Reference yield: 71.0%

ethyl [2-13C]-5-(benzyloxy)-3-hydroxy-3-methylpentanoate (1607788-53-3) → tetrahydro-4-hydroxy-4-methyl-2H-pyran-2-one-13C (53771-22-5)

Guidance literature:

ethyl [2-¹³C]-5-(benzyloxy)-3-hydroxy-3-methylpentanoate; With palladium on activated charcoal; hydrogen;

With toluene-4-sulfonic acid;

DOI:10.1021/acs.orglett.6b02569

upstream raw materials:

ethyl [2-¹³C]-5-(benzyloxy)-3-hydroxy-3-methylpentanoate

5-benzyloxy-3-hydroxy-3-methylpentanoic-2-¹³C acid

Refernces

• 1、 Citron, Christian A.,Brock, Nelson L.,Tudzynski, Bettina,Dickschat, Jeroen S.. "Labelling studies on the biosynthesis of terpenes in Fusarium fujikuroi". supporting information. p. 5224 - 5226. Retrieved 2014/05/06.
• 2、 Tanabe, Masato,Peters, Richard H.. "(R,S)-mevalonolactone-2-13C". . p. 92 - 92. Retrieved 2017/05/31.