Description Physical Form synthesis
ChemicalBook > CAS DataBase List > (3S)-3-[4-[(5-Bromo-2-chlorophenyl)methyl]phenoxy]tetrahydrofuran

(3S)-3-[4-[(5-Bromo-2-chlorophenyl)methyl]phenoxy]tetrahydrofuran

Description Physical Form synthesis
Product Name
(3S)-3-[4-[(5-Bromo-2-chlorophenyl)methyl]phenoxy]tetrahydrofuran
CAS No.
915095-89-5
Chemical Name
(3S)-3-[4-[(5-Bromo-2-chlorophenyl)methyl]phenoxy]tetrahydrofuran
Synonyms
(S)-3-(4-(5-broMo-2-chlorobenzyl)phenoxy)tetrahydrofuran;915085-89-5;EMpagliflozin InterMediate;(3S)-3-[4-[(5-Bromo-2-chlorophenyl)methyl]phenoxy]tetrahydro-furan;(3S)-3-(4-(5-Bromo-2-chlorobenzyl)phenoxy)tetrahydro-furan;(S)-4-bromo-1-chloro-2-(4-tetrahydrofuran-3-yloxy-benzyl)-benzene;Furan, 3-[4-[(5-broMo-2-chlorophenyl)Methyl]phenoxy]tetrahydro-, (3S)-;Empagliflozin-7;EMpagliflozin int3;Empagliflozin Intermediate2
CBNumber
CB82652160
Molecular Formula
C17H16BrClO2
Formula Weight
367.66
MOL File
915095-89-5.mol
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(3S)-3-[4-[(5-Bromo-2-chlorophenyl)methyl]phenoxy]tetrahydrofuran Property

Melting point:
49-51°C
Boiling point:
459.1±45.0 °C(Predicted)
Density 
1.431±0.06 g/cm3 (20 ºC 760 Torr)
storage temp. 
Sealed in dry,Room Temperature
solubility 
DMSO (Slightly), Methanol (Slightly)
form 
Solid
color 
White to Off-White
InChI
InChI=1S/C17H16BrClO2/c18-14-3-6-17(19)13(10-14)9-12-1-4-15(5-2-12)21-16-7-8-20-11-16/h1-6,10,16H,7-9,11H2/t16-/m0/s1
InChIKey
HUNLNKBDQXGMAP-INIZCTEOSA-N
SMILES
O1CC[C@H](OC2=CC=C(CC3=CC(Br)=CC=C3Cl)C=C2)C1
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Safety

HS Code 
2932190090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P330Rinse mouth.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

TRC
Product number
B680755
Product name
(3S)-3-[4-[(5-Bromo-2-chlorophenyl)methyl]phenoxy]tetrahydrofuran
Packaging
10g
Price
$105
Updated
2021/12/16
Biosynth Carbosynth
Product number
IB75174
Product name
(3S)-3-[4-[(5-Bromo-2-chlorophenyl)methyl]phenoxy]tetrahydro-furan
Packaging
5G
Price
$110
Updated
2021/12/16
AK Scientific
Product number
J11711
Product name
EmpagliflozinImpurity7
Packaging
100mg
Price
$148
Updated
2021/12/16
Ark Pharm
Product number
P000537154
Product name
(S)-3-(4-(5-Bromo-2-chlorobenzyl)phenoxy)tetrahydrofuran
Purity
97%
Packaging
1g
Price
$22
Updated
2021/12/16
Ark Pharm
Product number
P000537154
Product name
(S)-3-(4-(5-Bromo-2-chlorobenzyl)phenoxy)tetrahydrofuran
Purity
97%
Packaging
5g
Price
$60
Updated
2021/12/16
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(3S)-3-[4-[(5-Bromo-2-chlorophenyl)methyl]phenoxy]tetrahydrofuran Chemical Properties,Usage,Production

Description

(3S)-3-[4-[(5-Bromo-2-chlorophenyl)methyl]phenoxy]tetrahydrofuran is used as a reactant to efficiently synthesize SGLT- 2 Epagliflozin inhibitors.

Physical Form

Solid

synthesis

To a mixture of AlCl3 (61.7 g, 0.463 mol) and (S)-(5-bromo-2-chlorophenyl)(4-((tetrahydrofuran-3-yl)oxy)phenyl)methanone (100 g, 0.231 mol) in toluene (450 mL) was added 1,1,3,3-tetramethyldisiloxane (40.4 g, 0.301 mol) over 1 hour at<20 °C. The mixture was held at 20-23 °C for an additional 1.5 hours and cooled to 0-5 °C. The cooled solution was slowly added to ice-water (400 mL) over 15 min and the layers separated. The organic was treated with 3N NaOH (400 mL) at room temperature for 16-24 hours and the layers were separated. The organic was concentrated to a low volume (~130 mL). After diluted with acetonitrile (450 mL), the solution was again concentrated to a low volume (~130 mL). To the residue was added acetonitrile (400 mL) followed by a slow addition of water (200 mL). The resulting mixture was cooled to 0-3 °C and held for 2 hours. The solids were collected by filtration and dried in oven to give product. (S)-3-(4-(2-chloro-5- bromobenzyl)phenoxy)tetrahydrofuran (2a). 92% as white crystals.

Uses

(3S)-3-[4-[(5-Bromo-2-chlorophenyl)methyl]phenoxy]tetrahydrofuran is used as a reactant in the efficient synthesis of empagliflozin inhibitor of SGLT-2 utilizing AlCl3-promoted silane reduction of β-glycopyranoside.

(3S)-3-[4-[(5-Bromo-2-chlorophenyl)methyl]phenoxy]tetrahydrofuran Preparation Products And Raw materials

Raw materials

Preparation Products

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(3S)-3-[4-[(5-Bromo-2-chlorophenyl)methyl]phenoxy]tetrahydrofuran Suppliers

Canada 1 China 357 India 21 United Kingdom 2 United States 7 Global 388
Cato Research Chemicals Inc.
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020-81215950 4000-868-328
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sales@aladdinsci.com
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View Lastest Price from (3S)-3-[4-[(5-Bromo-2-chlorophenyl)methyl]phenoxy]tetrahydrofuran manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
(3S)-3-[4-[(5-Bromo-2-chlorophenyl)methyl]phenoxy]tetrahydro-furan 915095-89-5
Price
US $0.00-0.00/Kg/Drum
Min. Order
1KG
Purity
99%min
Supply Ability
1000kg
Release date
2021-11-19
Nanjing Fred Technology Co., Ltd
Product
Furan, 3-[4-[(5-broMo-2-chlorophenyl)Methyl]phenoxy]tetrahydro-, (3S)- 915095-89-5
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1 ton
Release date
2024-01-03
Suzhou Nordica Biopharma CO.,LTD
Product
(3S)-3-[4-[(5-Bromo-2-chlorophenyl)methyl]phenoxy]tetrahydrofuran 915095-89-5
Price
US $300.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
20 tons
Release date
2024-10-23

915095-89-5, (3S)-3-[4-[(5-Bromo-2-chlorophenyl)methyl]phenoxy]tetrahydrofuranRelated Search:

2,3-Butanediol Empagliflozin (R)-Isomer Empagliflozin Impurity 23 Acetoxy Empagliflozin ((2R,3S,4R,5R,6S)-6-(4-chloro-3-(4-((S)-tetrahydrofuran-3-yloxy)benzyl)phenyl)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)Methyl acetate N/A Butanoic acid, 4-chloro-3-hydroxy-, (3S)- (S)-3-(4-benzylphenoxy)tetrahydrofuran (R)-3-(p-toluenesulfonyl) oxytetrahydrofuran Empagliflozin (S)-(+)-3-Hydroxytetrahydrofuran 4-(5-broMo-2-chlorobenzyl)phenol Benzo[b]thiophene, 2-[(5-broMo-2-fluorophenyl)Methyl]- (2-Chloro-5-iodophenyl)[4-[[(3S)-tetrahydro-3-furanyl]oxy]phenyl]methanone (2S,3R,4S,5S,6R)-2-(3-(4-((S)-tetrahydrofuran-3-yloxy)benzyl)-4-chlorophenyl)-tetrahydro-6-(hydroxyMethyl)-2-Methoxy-2H-pyran-3,4,5-triol 2,3,4,6-Tetra-O-benzyl-a-D-glucopyranosylbromide (S)-3-(4-(2-Chloro-5-iodobenzyl)phenoxy)tetrahydrofuran (2-Chloro-5-iodophenyl)(4-fluorophenyl)methanone

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