DL-MEVALONIC-METHYL-D3 LACTONE

Base Information

• Chemical Name: DL-MEVALONIC-METHYL-D3 LACTONE
• CAS No.: 61219-76-9
• Molecular Formula: C6H7D3O3
• Molecular Weight: 133.16
• Mol file: 61219-76-9.mol

Synonyms:MEVALONOLACTONE-(METHYL-D3);MEVALONOLACTONE-D3 (METHYL-D3);DL-MEVALONOLACTONE-D3;DL-MEVALONIC-METHYL-D3 LACTONE;D,L--Hydroxy--(methyl-d3)--valerolactone;D,L-Mevalonic Acid Lactone-d3;Mevalonic Lactone-d3;Mevalonolactone-d3

Chemical Property of DL-MEVALONIC-METHYL-D3 LACTONE

Chemical Property:

• Melting Point: 28 °C(lit.)
• Boiling Point: 150 °C5 mm Hg(lit.)
• PSA: 46.53000
• LogP: 0.07440
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly), Methanol (Slightly)

Purity/Quality:

98% ^*data from raw suppliers

D,L-Mevalonic Acid Lactone-d3 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: A labelled metabolite from endophytes of the medicinal plant Erythrina crista-galli.

Technology Process of DL-MEVALONIC-METHYL-D3 LACTONE

There total 20 articles about DL-MEVALONIC-METHYL-D3 LACTONE 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: 42.0%

3-hydroxy-3-pentane-1,5-dioic anhydride (115135-38-1) → RS-Mevalonolactone-6,6,6-2H3 (61219-76-9)

Guidance literature:

With sodium tetrahydroborate; In isopropyl alcohol; for 24h; Ambient temperature;

Reference yield:

C6H9(2)H3O4 (52061-66-2) → RS-Mevalonolactone-6,6,6-2H3 (61219-76-9)

Guidance literature:

With hydrogen; palladium on activated charcoal; In acetic acid; for 3h;

DOI:10.1246/bcsj.73.2513

Reference yield:

n-Pent-4-enyl alcohol (821-09-0) → RS-Mevalonolactone-6,6,6-2H3 (61219-76-9)

Guidance literature:

Multi-step reaction with 7 steps

1.1: NaOH / dimethylsulfoxide / 0.5 h

1.2: 97 percent / dimethylsulfoxide / 3 h

2.1: 54.4 percent / t-butylhydroperoxide / SeO₂ / CH₂Cl₂; hexane

3.1: 81.3 percent / Jones reagent / acetone / 0.5 h

4.1: Mg / diethyl ether

4.2: 53.3 percent / CH₂Cl₂

5.1: BH₃ / tetrahydrofuran

5.2: 77.2 percent / NaOH; H₂O₂ / tetrahydrofuran; H₂O / 1 h

6.1: Jones reagent / acetone / 0.5 h / 0 °C

7.1: H₂ / Pd/C / acetic acid / 3 h

With tert.-butylhydroperoxide; sodium hydroxide; jones reagent; borane; hydrogen; magnesium; palladium on activated charcoal; selenium(IV) oxide; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; acetic acid; dimethyl sulfoxide; acetone; 3.1: Jones oxidation;

DOI:10.1246/bcsj.73.2513

upstream raw materials:

3-hydroxy-3-pentane-1,5-dioic anhydride

3-[2H₃]methylpentane-1,3,5-triol

C₆H₉⁽²⁾H₃O₄

n-Pent-4-enyl alcohol

Refernces

• 1、 Mohanty, Sasank Sekhar,Uebelhart, Peter,Eugster, Conrad Hans. "Stereochemistry of formation of the β-ring of lycopene: Biosynthesis of (1R,1′R)-β,β-[16,16,16,16′,16′,16′- 2H6]carotene from [16,16,16,16′,16′,16′-2H6] lycopene in flavobacterium R 1560". . p. 2036 - 2053. Retrieved 2007/10/03.
• 2、 Simpson, Thomas J.,Anmed, Salman A.,McIntyre, C. Rupert,Scott, Fiona E.,Sadler, Ian H.. "Biosynthesis of polyketide-terpenoid (Meroterpenoid) metabolites andibenin B and andilesin A in aspergillus variecolor". . p. 4013 - 4034. Retrieved 2007/10/03.