{(5S,6S,7R,8S)-6,7,8-tris-benzyloxy-5-[4-chloro-3-(4-ethoxy-benzyl)-phenyl]-4-oxa-spiro[2.5]oct-1-yl}-methanol

Base Information

Chemical Name:{(5S,6S,7R,8S)-6,7,8-tris-benzyloxy-5-[4-chloro-3-(4-ethoxy-benzyl)-phenyl]-4-oxa-spiro[2.5]oct-1-yl}-methanol
CAS No.:1290629-87-6
Molecular Formula:C₄₄H₄₅ClO₆
Molecular Weight:705.291
Hs Code.:

Synonyms:{(5S,6S,7R,8S)-6,7,8-tris-benzyloxy-5-[4-chloro-3-(4-ethoxy-benzyl)-phenyl]-4-oxa-spiro[2.5]oct-1-yl}-methanol

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Chemical Property of {(5S,6S,7R,8S)-6,7,8-tris-benzyloxy-5-[4-chloro-3-(4-ethoxy-benzyl)-phenyl]-4-oxa-spiro[2.5]oct-1-yl}-methanol

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Technology Process of {(5S,6S,7R,8S)-6,7,8-tris-benzyloxy-5-[4-chloro-3-(4-ethoxy-benzyl)-phenyl]-4-oxa-spiro[2.5]oct-1-yl}-methanol

There total 5 articles about {(5S,6S,7R,8S)-6,7,8-tris-benzyloxy-5-[4-chloro-3-(4-ethoxy-benzyl)-phenyl]-4-oxa-spiro[2.5]oct-1-yl}-methanol 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:

: 1290629-86-5
(5S,6S,7R,8S)-6,7,8-tris-benzyloxy-5-[4-chloro-3-(4-ethoxy-benzyl)-phenyl]-4-oxa-spiro[2.5]octane-1-carboxylic acid ethyl ester

: 1290629-88-7
{(5S,6S,7R,8S)-6,7,8-tris-benzyloxy-5-[3-(4-ethoxy-benzyl)-phenyl]-4-oxa-spiro[2.5]oct-1-yl}-methanol

: 1290629-87-6
{(5S,6S,7R,8S)-6,7,8-tris-benzyloxy-5-[4-chloro-3-(4-ethoxy-benzyl)-phenyl]-4-oxa-spiro[2.5]oct-1-yl}-methanol

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 4h;

Reference yield:

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

: 1290629-88-7
{(5S,6S,7R,8S)-6,7,8-tris-benzyloxy-5-[3-(4-ethoxy-benzyl)-phenyl]-4-oxa-spiro[2.5]oct-1-yl}-methanol

: 1290629-87-6
{(5S,6S,7R,8S)-6,7,8-tris-benzyloxy-5-[4-chloro-3-(4-ethoxy-benzyl)-phenyl]-4-oxa-spiro[2.5]oct-1-yl}-methanol

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: dirhodium tetraacetate / dichloromethane / 20 °C

5.1: lithium aluminium tetrahydride / tetrahydrofuran / 4 h / 0 °C

With 1H-imidazole; lithium aluminium tetrahydride; iodine; sodium methylate; sodium hydride; triphenylphosphine; dirhodium tetraacetate; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;

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

: 1290629-88-7
{(5S,6S,7R,8S)-6,7,8-tris-benzyloxy-5-[3-(4-ethoxy-benzyl)-phenyl]-4-oxa-spiro[2.5]oct-1-yl}-methanol

: 1290629-87-6
{(5S,6S,7R,8S)-6,7,8-tris-benzyloxy-5-[4-chloro-3-(4-ethoxy-benzyl)-phenyl]-4-oxa-spiro[2.5]oct-1-yl}-methanol

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: dirhodium tetraacetate / dichloromethane / 20 °C

4.1: lithium aluminium tetrahydride / tetrahydrofuran / 4 h / 0 °C

With lithium aluminium tetrahydride; sodium methylate; sodium hydride; dirhodium tetraacetate; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;