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Name	DL-Mevalonolactone	EINECS	211-615-0
CAS No.	674-26-0	Density	1.189 g/cm³
PSA	46.53000	LogP	0.07440
Solubility	Soluble in ethanol (100 mg/ml-clear to very slightly hazy faint yellow solution), dichloromethane, ethyl acetate, and methanol	Melting Point	28 °C(lit.)
Formula	C6H10 O3	Boiling Point	145-150 °C5 mm Hg(lit.)
Molecular Weight	130.144	Flash Point	>230 °F
Transport Information	N/A	Appearance	Moist pale yellow to off white solid
Safety		Risk Codes	N/A
Molecular Structure		Hazard Symbols	N/A
Synonyms	2H-Pyran-2-one,tetrahydro-4-hydroxy-4-methyl-, (?à)- (8CI); (RS)-Mevalonolactone; (?à)-Mevalolactone; (?à)-Mevalonolactone; DL-Mevalonic acid lactone;DL-Mevalonic acid d-lactone; DL-Mevalonolactone; MVSL; Mevalolactone; Mevalonic acid lactone;Mevalonic acid d-lactone;Mevalonic lactone; Mevalonolactone; NSC 90804; b-Hydroxy-b-methyl-d-valerolactone	Article Data	42

DL-Mevalonolactone Synthetic route

: 7564-64-9
3-methyl-1,3,5-pentanetriol

: 674-26-0
mevalonolactone

Conditions

Conditions	Yield
With pyridinium chlorochromate In dichloromethane for 4h; Ambient temperature;	92%
With aluminum oxide; sodium bromite In dichloromethane for 1.5h; Ambient temperature;	85%
With peracetic acid; sodium bromide In ethyl acetate at 39.9℃; for 2h;	83%
With 1-methyl-1H-imidazole; [2,2]bipyridinyl; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; tetrakis(acetonitrile)copper(I) trifluoromethanesulfonate In acetonitrile at 22℃; for 6h;	83%

: 118617-84-8
4-(4-Methoxy-benzyloxymethoxy)-4-methyl-tetrahydro-pyran-2-one

: 674-26-0
mevalonolactone

Conditions

Conditions	Yield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In dichloromethane; water for 10h; Ambient temperature; cleavage of (p-methoxybenzyloxy)methyl protecting group;	89%

: 99720-12-4
2,3,5,6-tetrahydro-4-methylpyran-2,4-diol

: 674-26-0
mevalonolactone

Conditions

Conditions	Yield
With sodium acetate; pyridinium chlorochromate In dichloromethane for 6h; Ambient temperature;	82%

: 150-97-0, 690-72-2, 17817-88-8, 32451-23-3
D,L-mevalonic acid

: 674-26-0
mevalonolactone

Conditions

Conditions	Yield
With sulfuric acid for 15h; Reflux;	82%
Multi-step reaction with 2 steps 1: tetrabutylammomium bromide / tetrahydrofuran / 4 h / 50 °C / Inert atmosphere 2: pyridine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere View Scheme

: 2754-27-0
trimethylsilyl acetate

: 81852-67-7
4-((trimethylsilyl)oxy)-3-butanone

: 674-26-0
mevalonolactone

Conditions

Conditions	Yield
With lithium diisopropyl amide 1.) THF, -78 deg C, 2 h, 2.) -78 deg C, 2 h;	81%

: 80514-97-2
ethyl 3-hydroxy-3-methyl-5-<(2-tetrahydropyranyl)-oxy>pentanoate

: 674-26-0
mevalonolactone

Conditions

Conditions	Yield
With acetyl chloride In ethanol for 10h; Ambient temperature;	80%
With acetyl chloride In ethanol Ambient temperature; overnight;	22 g

: 34695-32-4
3-hydroxy-3-methylglutaric anhydride

: 674-26-0
mevalonolactone

Conditions

Conditions	Yield
With sodium tetrahydroborate In isopropyl alcohol	75.6%
With sodium tetrahydroborate In isopropyl alcohol Ambient temperature;	300 mg
With sodium tetrahydroborate In isopropyl alcohol for 24h; Ambient temperature;
Multi-step reaction with 2 steps 1: 1.) CH2Cl2, -20 deg C, 7 days 2: 1.) LiCl, NaBH4; 2.) 10percent KOH / 1.) EtOH, 50 deg C, 24 h; 2.) MeOH, 60 deg C, 4h View Scheme

: 32315-10-9
bis(trichloromethyl) carbonate

: 1452161-92-0
benzyl 3,5-dihydroxy-3-methylpentanoate

A: 1452161-93-1
benzyl 2-(4-methyl-2-oxo-1,3-dioxan-4-yl)acetate

B: 674-26-0
mevalonolactone

Conditions

Conditions	Yield
With pyridine In dichloromethane at 0℃; for 0.5h; Inert atmosphere;	A 64% B 12%

: 128811-87-0
5-chloro-3-hydroxy-3-methylvaleric acid

: 674-26-0
mevalonolactone

Conditions

Conditions	Yield
With potassium carbonate; Katamin AB In acetone at 40 - 45℃; for 3h;	60%

: 246237-03-6
5-[(4-nitrophenyl)methylcarbamoyloxy]-3-hydroxy-3-methylpentanoic acid

: 674-26-0
mevalonolactone

Conditions

Conditions	Yield
With sodium hydroxide In methanol at 20℃; Cyclization; Deprotection;	17%

DL-Mevalonolactone Chemical Properties

Product Name: DL-Mevalonolactone (CAS NO.674-26-0)

Molecular Formula: C₆H₁₀O₃
Molecular Weight: 130.14g/mol
Mol File: 674-26-0.mol
EINECS: 211-615-0
Melting Point: 28 °C(lit.)
Boiling point: 274.9 °C at 760 mmHg
Storage Temperature: 2-8°C
Flash Point: 126.8 °C
Density: 1.189 g/cm³
Refractive index: n20/D 1.473(lit.)
Index of Refraction: 1.478 Molar Refractivity: 30.99 cm³
Molar Volume: 109.4 cm³
Surface Tension: 42.5 dyne/cm
Enthalpy of Vaporization: 59.6 kJ/mol
Vapour Pressure: 0.000662 mmHg at 25°C
XLogP3-AA: -0.3
H-Bond Donor: 1
H-Bond Acceptor: 3
Structure Descriptors of DL-Mevalonolactone (CAS NO.674-26-0):
IUPAC Name: 4-hydroxy-4-methyloxan-2-one
Canonical SMILES: CC1(CCOC(=O)C1)O
InChI: InChI=1S/C6H10O3/c1-6(8)2-3-9-5(7)4-6/h8H,2-4H2,1H3
InChIKey: JYVXNLLUYHCIIH-UHFFFAOYSA-N
Product Categories: Pale Yellow OilHeterocycles; Metabolites & Impurities

DL-Mevalonolactone Safety Profile

Safety Information of DL-Mevalonolactone (CAS NO.674-26-0):
WGK Germany: 3
F: 3-10

DL-Mevalonolactone Specification

DL-Mevalonolactone , its CAS NO. is 674-26-0, the synonyms are DL-Mevalonic acid lactone ; (4R)-4-Hydroxy-4-methyl-oxan-2-one ; (+/-)-Tetrahydro-4-hydroxy-4-methyl-2H-pyran-2-one .

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