(5S,6S,7R,8S)-5-(4-chloro-3-(4-((S)-tetrahydrofuran-3-yloxy)benzyl)phenyl)-4-oxaspiro[2.5]octane-6,7,8-triyl triacetate

Base Information

Chemical Name:(5S,6S,7R,8S)-5-(4-chloro-3-(4-((S)-tetrahydrofuran-3-yloxy)benzyl)phenyl)-4-oxaspiro[2.5]octane-6,7,8-triyl triacetate
CAS No.:1290629-75-2
Molecular Formula:C₃₀H₃₃ClO₉
Molecular Weight:573.04
Hs Code.:

Synonyms:(5S,6S,7R,8S)-5-(4-chloro-3-(4-((S)-tetrahydrofuran-3-yloxy)benzyl)phenyl)-4-oxaspiro[2.5]octane-6,7,8-triyl triacetate

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Chemical Property of (5S,6S,7R,8S)-5-(4-chloro-3-(4-((S)-tetrahydrofuran-3-yloxy)benzyl)phenyl)-4-oxaspiro[2.5]octane-6,7,8-triyl triacetate

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Technology Process of (5S,6S,7R,8S)-5-(4-chloro-3-(4-((S)-tetrahydrofuran-3-yloxy)benzyl)phenyl)-4-oxaspiro[2.5]octane-6,7,8-triyl triacetate

There total 14 articles about (5S,6S,7R,8S)-5-(4-chloro-3-(4-((S)-tetrahydrofuran-3-yloxy)benzyl)phenyl)-4-oxaspiro[2.5]octane-6,7,8-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:

: 1290629-73-0
acetic acid (5S,6S,7R,8S)-7,8-diacetoxy-5-[4-chloro-3-(4-hydroxy-benzyl)-phenyl]-4-oxa-spiro[2.5]oct-6-yl ester

: 219823-47-9
(R)-tetrahydrofuran-3-yl 4-methylbenzenesulfonate

: 1290629-75-2
(5S,6S,7R,8S)-5-(4-chloro-3-(4-((S)-tetrahydrofuran-3-yloxy)benzyl)phenyl)-4-oxaspiro[2.5]octane-6,7,8-triyl triacetate

Guidance literature:: With caesium carbonate; In N,N-dimethyl-formamide; at 20 - 60 ℃;

Reference yield:

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

: 1290629-75-2
(5S,6S,7R,8S)-5-(4-chloro-3-(4-((S)-tetrahydrofuran-3-yloxy)benzyl)phenyl)-4-oxaspiro[2.5]octane-6,7,8-triyl triacetate

Guidance literature:: Multi-step reaction with 8 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: diethylzinc / hexane; diethyl ether / 8 h / 20 - 40 °C

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

6.1: dmap; pyridine / dichloromethane / 20 °C

7.1: boron tribromide / dichloromethane / -78 - -15 °C

8.1: caesium carbonate / N,N-dimethyl-formamide / 20 - 60 °C

With pyridine; 1H-imidazole; hydrogenchloride; dmap; water; hydrogen; iodine; diethylzinc; sodium methylate; boron tribromide; sodium hydride; caesium carbonate; triphenylphosphine; palladium 10% on activated carbon; In methanol; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 1064255-47-5
(2S,3R,4R,5S)-2-[4-chloro-3-(4-ethoxy-benzyl)-phenyl]-6-methylene-tetrahydro-pyran-3,4,5-triol

: 1290629-75-2
(5S,6S,7R,8S)-5-(4-chloro-3-(4-((S)-tetrahydrofuran-3-yloxy)benzyl)phenyl)-4-oxaspiro[2.5]octane-6,7,8-triyl triacetate

Guidance literature:: Multi-step reaction with 6 steps

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

1.2: 18 h / 20 °C

2.1: diethylzinc / hexane; diethyl ether / 8 h / 20 - 40 °C

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

4.1: dmap; pyridine / dichloromethane / 20 °C

5.1: boron tribromide / dichloromethane / -78 - -15 °C

6.1: caesium carbonate / N,N-dimethyl-formamide / 20 - 60 °C

With pyridine; hydrogenchloride; dmap; water; hydrogen; diethylzinc; boron tribromide; sodium hydride; caesium carbonate; palladium 10% on activated carbon; In methanol; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide;