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189170

Sigma-Aldrich

5,6-Dihydro-4-methoxy-2H-pyran

95%

Synonym(s):

4-Methoxy-5,6-dihydropyran

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About This Item

Empirical Formula (Hill Notation):
C6H10O2
CAS Number:
17327-22-9
Molecular Weight:
114.14
Beilstein:
1341205
EC Number:
241-348-5
MDL number:
MFCD00006570
UNSPSC Code:
12352100
PubChem Substance ID:
24851368
NACRES:
NA.22

Assay

95%

form

liquid

refractive index

n20/D 1.462 (lit.)

bp

59 °C/20 mmHg (lit.)

density

1.022 g/mL at 25 °C (lit.)

functional group

ether

SMILES string

COC1=CCOCC1

InChI

1S/C6H10O2/c1-7-6-2-4-8-5-3-6/h2H,3-5H2,1H3

InChI key

FSMHNRHLQAABPS-UHFFFAOYSA-N

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General description

5,6-Dihydro-4-methoxy-2H-pyran is suitable reagent for protection of nucleoside hydroxyl functions[1].

Application

5,6-Dihydro-4-methoxy-2H-pyran was used in solid-phase synthesis of series of oligoribonucleotides[2]. It was also used as reagent for the protection of chiral alcohols[3][4].

accessory

Product No.
Description
Pricing

Pictograms

Flame
GHS02

Signal Word

Warning

Hazard Statements

H226

Precautionary Statements

P210

Hazard Classifications

Flam. Liq. 3

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

114.8 °F - closed cup

Flash Point(C)

46 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKBF6663
MKBF6663V
75098MJ
03202PH
06705MH

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Tetrahedron Letters, 33, 2371-2371 (1992)
A J Leigh et al.
Biochemistry, 31(37), 8978-8983 (1992-09-22)
The substrate stereospecificity of phosphatidylinositol-specific phospholipase C from Bacillus cereus is examined using the resolved optical isomers of synthetic myo-inositol 1-(4-nitrophenyl phosphate), a chromogenic substrate for the phospholipase. The synthetic route employs mild acid-labile protecting groups and separation of the
1, 1-Diethoxybut-2-ene as a Precursor of (2-Hydroxyethyl)-Substituted Alkoxy Dienes: Convenient Intermediates for a New Synthesis of 2-Substituted and 2, 6-Disubstituted Tetrahydro-4H-pyran-4-ones.
Prandi C and Venturello P.
The Journal of Organic Chemistry, 59(12), 3494-3496 (1994)
C Lehmann et al.
Nucleic acids research, 17(7), 2379-2390 (1989-04-11)
Efficient solid-phase synthesis of a series of oligoribonucleotides of up to 20 residues is described that utilises the 9-fluorenylmethoxycarbonyl group (Fmoc) for 5'-protection and 4-methoxytetrahydropyran-4-yl (Mthp) for 2'-protection of ribonucleotide monomers and a phosphoramidite coupling procedure. The Fmoc group is

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