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309753

(R)-(−)-3-Hydroxytetrahydrofuran

Name: (<I>R</I>)-(−)-3-Hydroxytetrahydrofuran
Brand: ALDRICH

98%

Synonym(s):

(R)-(-)-Tetrahydro-3-furanol

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About This Item

Empirical Formula (Hill Notation):

C₄H₈O₂

CAS Number:

86087-24-3

Molecular Weight:

88.11

NACRES:

NA.22

PubChem Substance ID:

24858751

UNSPSC Code:

12352005

MDL number:

MFCD00067101

Assay:

98%

Form:

liquid

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Properties

Quality Level

100

assay

98%

form

liquid

optical activity

[α]20/D −18°, c = 2.4 in methanol

refractive index

n20/D 1.45 (lit.)

bp

181 °C (lit.)

density

1.097 g/mL at 25 °C (lit.)

functional group

ether, hydroxyl

SMILES string

O[C@@H]1CCOC1

InChI

1S/C4H8O2/c5-4-1-2-6-3-4/h4-5H,1-3H2/t4-/m1/s1

InChI key

XDPCNPCKDGQBAN-SCSAIBSYSA-N

Description

Application

(R)-(-)-3-Hydroxytetrahydrofuran may be used as building block in the synthesis of potent HIV protease inhibitors.

pictograms

GHS07

signalword

Warning

hcodes

H315,H319,H335

pcodes

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

179.6 °F - closed cup

flash_point_c

82 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number

0000346987

0000268840

0000183712

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Diethyl zinc catalyzed diastereoselective addition of ketenes to (S)-(+)-3-hydroxytetrahydrofuran.

Tandon VK.

Tetrahedron Letters, 42(34), 5985-5987 (2001)

Angle-Resolved Photoelectron Spectroscopy of Randomly Oriented 3-Hydroxytetrahydrofuran Enantiomers.

Giardini A, et al.

ChemPhysChem, 6(6), 1164-1168 (2005)

Synthesis of empagliflozin, a novel and selective sodium-glucose co-transporter-2 inhibitor, labeled with carbon-14 and carbon-13.

Matt Hrapchak et al.

Journal of labelled compounds & radiopharmaceuticals, 57(12), 687-694 (2014-10-22)

Empagliflozin, (2S,3R,4R,5S,6R)-2-[4-chloro-3-[[4-[(3S)-oxolan-3-yl]oxyphenyl]methyl]phenyl]-6-(hydroxymethyl)oxane-3,4,5-triol was recently approved by the FDA for the treatment of chronic type 2 diabetes mellitus. Herein, we report the synthesis of carbon-13 and carbon-14 labeled empagliflozin. Carbon-13 labeled empagliflozin was prepared in five steps and in 34% overall

Global Trade Item Number

SKU	GTIN
309753-1G	04061837893681