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

Base Information

Chemical Name:acetic acid (5S,6S,7R,8S)-7,8-diacetoxy-5-[4-chloro-3-(4-ethoxy-benzyl)-phenyl]-4-oxa-spiro[2.5]oct-6-yl ester
CAS No.:1290629-72-9
Molecular Formula:C₂₈H₃₁ClO₈
Molecular Weight:531.002
Hs Code.:

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

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Chemical Property of acetic acid (5S,6S,7R,8S)-7,8-diacetoxy-5-[4-chloro-3-(4-ethoxy-benzyl)-phenyl]-4-oxa-spiro[2.5]oct-6-yl ester

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Technology Process of acetic acid (5S,6S,7R,8S)-7,8-diacetoxy-5-[4-chloro-3-(4-ethoxy-benzyl)-phenyl]-4-oxa-spiro[2.5]oct-6-yl ester

There total 12 articles about acetic acid (5S,6S,7R,8S)-7,8-diacetoxy-5-[4-chloro-3-(4-ethoxy-benzyl)-phenyl]-4-oxa-spiro[2.5]oct-6-yl ester 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:

: 1290629-70-7
(5S,6R,7R,8S)-5-[4-chloro-3-(4-ethoxy-benzyl)-phenyl]-4-oxa-spiro[2.5]octane-6,7,8-triol

: 108-24-7
acetic anhydride

: 1290629-72-9
acetic acid (5S,6S,7R,8S)-7,8-diacetoxy-5-[4-chloro-3-(4-ethoxy-benzyl)-phenyl]-4-oxa-spiro[2.5]oct-6-yl ester

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

Reference yield:

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

: 1290629-72-9
acetic acid (5S,6S,7R,8S)-7,8-diacetoxy-5-[4-chloro-3-(4-ethoxy-benzyl)-phenyl]-4-oxa-spiro[2.5]oct-6-yl ester

Guidance literature:: Multi-step reaction with 6 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

With pyridine; 1H-imidazole; hydrogenchloride; dmap; water; hydrogen; iodine; diethylzinc; sodium methylate; sodium hydride; 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

: 1290629-72-9
acetic acid (5S,6S,7R,8S)-7,8-diacetoxy-5-[4-chloro-3-(4-ethoxy-benzyl)-phenyl]-4-oxa-spiro[2.5]oct-6-yl ester

Guidance literature:: Multi-step reaction with 4 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

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