(3R,4S,5S,6R)-2-(4-chloro-3-(4-(((S)-tetrahydrofuran-3-yl)oxy)benzyl)phenyl)-6-(hydroxyMethyl)tetrahydro-2H-pyran-2,3,4,5-tetraol

Base Information

Chemical Name:(3R,4S,5S,6R)-2-(4-chloro-3-(4-(((S)-tetrahydrofuran-3-yl)oxy)benzyl)phenyl)-6-(hydroxyMethyl)tetrahydro-2H-pyran-2,3,4,5-tetraol
CAS No.:1620758-34-0
Molecular Formula:C₂₃H₂₉ClO₈
Molecular Weight:468.931
Hs Code.:
Mol file:1620758-34-0.mol

Synonyms:

Suppliers and Price of (3R,4S,5S,6R)-2-(4-chloro-3-(4-(((S)-tetrahydrofuran-3-yl)oxy)benzyl)phenyl)-6-(hydroxyMethyl)tetrahydro-2H-pyran-2,3,4,5-tetraol

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

TRC
(1R)-1,5-Dihydroxyempagliflozin
1mg
$ 165.00

Total 10 raw suppliers

Chemical Property of (3R,4S,5S,6R)-2-(4-chloro-3-(4-(((S)-tetrahydrofuran-3-yl)oxy)benzyl)phenyl)-6-(hydroxyMethyl)tetrahydro-2H-pyran-2,3,4,5-tetraol

Chemical Property:

Boiling Point:770.5±60.0 °C(Predicted)
PKA:13.25±0.20(Predicted)
Density:1.435±0.06 g/cm3(Predicted)

Purity/Quality:

NLT 98% ^*data from raw suppliers

(1R)-1,5-Dihydroxyempagliflozin ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Uses (1R)-1,5,-Dihydroxyempagliflozin is an impurity of Empagliflozin (E521510) which is a novel, potent and selective SGLT-2 inhibitor, improves glycaemic control and features of metabolic syndrome in diabetic rats.

Technology Process of (3R,4S,5S,6R)-2-(4-chloro-3-(4-(((S)-tetrahydrofuran-3-yl)oxy)benzyl)phenyl)-6-(hydroxyMethyl)tetrahydro-2H-pyran-2,3,4,5-tetraol

There total 5 articles about (3R,4S,5S,6R)-2-(4-chloro-3-(4-(((S)-tetrahydrofuran-3-yl)oxy)benzyl)phenyl)-6-(hydroxyMethyl)tetrahydro-2H-pyran-2,3,4,5-tetraol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 915095-94-2
(3S)-3-[4-[(2-chloro-5-iodophenyl)methyl]phenoxy]tetrahydrofuran

: 32469-28-6,55515-28-1,55515-29-2,32384-65-9
(3R,4S,5R,6R)-3,4,5-tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one

: 1620758-34-0
(1R,2S,3R,4R,5S)-1-(4-chloro-3-(4-(((S)-tetrahydrofuran-3-yl)oxy)benzyl)phenyl)hexane-1,2,3,4,5,6-hexaol

Guidance literature:: (3S)-3-[4-[(2-chloro-5-iodophenyl)methyl]phenoxy]tetrahydrofuran; (3R,4S,5R,6R)-3,4,5-tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one; With isopropylmagnesium chloride; lithium chloride; In tetrahydrofuran; at -20 - 10 ℃; for 1.5h;

With isopropylmagnesium chloride; In tetrahydrofuran;

With hydrogenchloride; In methanol;
DOI:10.1021/ol501755h

Reference yield:

: 915095-87-3
(S)-(2-chloro-5-iodophenyl)(4-((tetrahydrofuran-3-yl)oxy)phenyl)methanone

: 1620758-34-0
(1R,2S,3R,4R,5S)-1-(4-chloro-3-(4-(((S)-tetrahydrofuran-3-yl)oxy)benzyl)phenyl)hexane-1,2,3,4,5,6-hexaol

Guidance literature:: Multi-step reaction with 2 steps

1: aluminum (III) chloride; 1,1,3,3-Tetramethyldisiloxane / toluene / 2.5 h / 0 - 23 °C

2: isopropylmagnesium chloride; lithium chloride / tetrahydrofuran / 1.5 h / -20 - 10 °C

With aluminum (III) chloride; 1,1,3,3-Tetramethyldisiloxane; isopropylmagnesium chloride; lithium chloride; In tetrahydrofuran; toluene;
DOI:10.1021/ol501755h

Reference yield:

: 281652-58-2
2-chloro-5-iodobenzoylchloride

: 1620758-34-0
(1R,2S,3R,4R,5S)-1-(4-chloro-3-(4-(((S)-tetrahydrofuran-3-yl)oxy)benzyl)phenyl)hexane-1,2,3,4,5,6-hexaol

Guidance literature:: Multi-step reaction with 4 steps

1: aluminum (III) chloride / 1 h / 0 - 25 °C

2: potassium tert-butylate / tetrahydrofuran / 0.5 h / 7 - 10 °C

3: aluminum (III) chloride; 1,1,3,3-Tetramethyldisiloxane / toluene / 2.5 h / 0 - 23 °C

4: isopropylmagnesium chloride; lithium chloride / tetrahydrofuran / 1.5 h / -20 - 10 °C

With aluminum (III) chloride; 1,1,3,3-Tetramethyldisiloxane; potassium tert-butylate; isopropylmagnesium chloride; lithium chloride; In tetrahydrofuran; toluene; 1: |Friedel-Crafts Acylation;
DOI:10.1021/ol501755h