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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.)

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.

Application

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

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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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