(3S,4R,5R,6S)-6-[4-chloro-3-(4-ethoxy-benzyl)-phenyl]-2-hydroxymethyl-tetrahydro-pyran-2,3,4,5-tetraol

Base Information

Chemical Name:(3S,4R,5R,6S)-6-[4-chloro-3-(4-ethoxy-benzyl)-phenyl]-2-hydroxymethyl-tetrahydro-pyran-2,3,4,5-tetraol
CAS No.:1290630-13-5
Molecular Formula:C₂₁H₂₅ClO₇
Molecular Weight:424.878
Hs Code.:

Synonyms:(3S,4R,5R,6S)-6-[4-chloro-3-(4-ethoxy-benzyl)-phenyl]-2-hydroxymethyl-tetrahydro-pyran-2,3,4,5-tetraol

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Chemical Property of (3S,4R,5R,6S)-6-[4-chloro-3-(4-ethoxy-benzyl)-phenyl]-2-hydroxymethyl-tetrahydro-pyran-2,3,4,5-tetraol

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Technology Process of (3S,4R,5R,6S)-6-[4-chloro-3-(4-ethoxy-benzyl)-phenyl]-2-hydroxymethyl-tetrahydro-pyran-2,3,4,5-tetraol

There total 5 articles about (3S,4R,5R,6S)-6-[4-chloro-3-(4-ethoxy-benzyl)-phenyl]-2-hydroxymethyl-tetrahydro-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:

: 67-56-1
methanol

: 1290630-12-4
(3S,4R,5S,6S)-3,4,5-tris-benzyloxy-6-[4-chloro-3-(4-ethoxy-benzyl)-phenyl]-2-hydroxymethyl-tetrahydro-pyran-2-ol

: 1290630-14-6
(3S,4R,5R,6S)-6-[4-chloro-3-(4-ethoxy-benzyl)-phenyl]-2-hydroxymethyl-2-methoxy-tetrahydro-pyran-3,4,5-triol

: 1290630-13-5
(3S,4R,5R,6S)-6-[4-chloro-3-(4-ethoxy-benzyl)-phenyl]-2-hydroxymethyl-tetrahydro-pyran-2,3,4,5-tetraol

Guidance literature:: With hydrogenchloride; hydrogen; palladium 10% on activated carbon; at 20 ℃; for 18h;

Reference yield:

: 1219000-72-2
(2S,3R,4R,5S,6S)-2-(4-chloro-3-(4-ethoxybenzyl)phenyl)-6-(iodomethyl)tetrahydro-2H-pyran-3,4,5-triol

: 1290630-14-6
(3S,4R,5R,6S)-6-[4-chloro-3-(4-ethoxy-benzyl)-phenyl]-2-hydroxymethyl-2-methoxy-tetrahydro-pyran-3,4,5-triol

: 1290630-13-5
(3S,4R,5R,6S)-6-[4-chloro-3-(4-ethoxy-benzyl)-phenyl]-2-hydroxymethyl-tetrahydro-pyran-2,3,4,5-tetraol

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium methylate / methanol / 0 - 45 °C

2.1: sodium hydride / N,N-dimethyl-formamide / 0 - 20 °C

2.2: 18 h / 20 °C

3.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / dichloromethane / 20 °C

4.1: hydrogenchloride; hydrogen / palladium 10% on activated carbon / 18 h / 20 °C

With hydrogenchloride; osmium(VIII) oxide; hydrogen; sodium methylate; sodium hydride; 4-methylmorpholine N-oxide; palladium 10% on activated carbon; In methanol; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 461432-26-8,1373321-04-0
dapagliflozin

: 1290630-14-6
(3S,4R,5R,6S)-6-[4-chloro-3-(4-ethoxy-benzyl)-phenyl]-2-hydroxymethyl-2-methoxy-tetrahydro-pyran-3,4,5-triol

: 1290630-13-5
(3S,4R,5R,6S)-6-[4-chloro-3-(4-ethoxy-benzyl)-phenyl]-2-hydroxymethyl-tetrahydro-pyran-2,3,4,5-tetraol

Guidance literature:: Multi-step reaction with 5 steps

1.1: 1H-imidazole; triphenylphosphine; iodine / dichloromethane / 18 h / 0 °C / Reflux

2.1: sodium methylate / methanol / 0 - 45 °C

3.1: sodium hydride / N,N-dimethyl-formamide / 0 - 20 °C

3.2: 18 h / 20 °C

4.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / dichloromethane / 20 °C

5.1: hydrogenchloride; hydrogen / palladium 10% on activated carbon / 18 h / 20 °C

With 1H-imidazole; hydrogenchloride; osmium(VIII) oxide; hydrogen; iodine; sodium methylate; sodium hydride; 4-methylmorpholine N-oxide; triphenylphosphine; palladium 10% on activated carbon; In methanol; dichloromethane; N,N-dimethyl-formamide;