(2S,3S,4R,5R,6R)-2-(3-(4-acetoxybenzyl)-4-chlorophenyl)-6-(acetoxymethyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

Base Information

Chemical Name:(2S,3S,4R,5R,6R)-2-(3-(4-acetoxybenzyl)-4-chlorophenyl)-6-(acetoxymethyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate
CAS No.:912917-85-2
Molecular Formula:C₂₉H₃₁ClO₁₁
Molecular Weight:591.012
Hs Code.:

Synonyms:(2S,3S,4R,5R,6R)-2-(3-(4-acetoxybenzyl)-4-chlorophenyl)-6-(acetoxymethyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

Suppliers and Price of (2S,3S,4R,5R,6R)-2-(3-(4-acetoxybenzyl)-4-chlorophenyl)-6-(acetoxymethyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

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
O-PentaacetylO-DesethylDapagliflozin
0.5mg
$ 140.00

Total 6 raw suppliers

Chemical Property of (2S,3S,4R,5R,6R)-2-(3-(4-acetoxybenzyl)-4-chlorophenyl)-6-(acetoxymethyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

O-PentaacetylO-DesethylDapagliflozin ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Uses O-Pentaacetyl O-Desethyl Dapagliflozin is acetylated form of O-Desethyl Dapagliflozin (D290543), which is a derivative of antidiabetic drug Dapagliflozin (D185370) that is sodium-glucose transporter 2 inhibitor.

Technology Process of (2S,3S,4R,5R,6R)-2-(3-(4-acetoxybenzyl)-4-chlorophenyl)-6-(acetoxymethyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

There total 14 articles about (2S,3S,4R,5R,6R)-2-(3-(4-acetoxybenzyl)-4-chlorophenyl)-6-(acetoxymethyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate 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: 95.0%

: 864070-37-1
(2S,3R,4R,5S,6R)-2-(4-chloro-3-(4-hydroxybenzyl)phenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

: 108-24-7
acetic anhydride

: 912917-85-2
(2S,3S,4R,5R,6R)-2-(3-(4-acetoxybenzyl)-4-chlorophenyl)-6-(acetoxymethyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

Guidance literature:: With pyridine; dmap; In dichloromethane; at 20 ℃; for 0.5h;

Reference yield: 82.0%

: (3R,4R,5S,6R)-2-(4-chloro-3-(4-hydroxybenzyl)phenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

: 108-24-7
acetic anhydride

: 912917-85-2
(2S,3S,4R,5R,6R)-2-(3-(4-acetoxybenzyl)-4-chlorophenyl)-6-(acetoxymethyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

Guidance literature:: With pyridine; dmap; In dichloromethane; at 20 ℃; for 4h; Product distribution / selectivity;

Reference yield:

: 461432-22-4
(5-bromo-2-chlorophenyl)(4-ethyloxyphenyl)methanone

: 912917-85-2
(2S,3S,4R,5R,6R)-2-(3-(4-acetoxybenzyl)-4-chlorophenyl)-6-(acetoxymethyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

Guidance literature:: Multi-step reaction with 6 steps

1.1: triethylsilane / acetonitrile / 10 - 15 °C

1.2: 10 - 45 °C

2.1: boron tribromide / dichloromethane / 0 - 5 °C

3.1: triethylamine / dichloromethane / 0 - 5 °C

4.1: n-butyllithium / tetrahydrofuran / -75 - -70 °C / Inert atmosphere

4.2: 12 h / -75 - 35 °C / Inert atmosphere

5.1: triethylsilane / dichloromethane; acetonitrile / 1 h / 25 - 35 °C / Inert atmosphere

5.2: 0.5 h / -40 - -5 °C / Inert atmosphere

6.1: N-ethyl-N,N-diisopropylamine; dmap / tetrahydrofuran / 0 - 35 °C

With triethylsilane; dmap; n-butyllithium; boron tribromide; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; acetonitrile;