2-{(2S,3S,6R)-3-tert-butyldimethylsilyloxy-6-[(S)-6-(4-methoxybenzyloxy)-1-heptenyl]tetrahydropyran-2-yl}ethanol

Base Information

Chemical Name:2-{(2S,3S,6R)-3-tert-butyldimethylsilyloxy-6-[(S)-6-(4-methoxybenzyloxy)-1-heptenyl]tetrahydropyran-2-yl}ethanol
CAS No.:1210969-73-5
Molecular Formula:C₂₈H₄₈O₅Si
Molecular Weight:492.772
Hs Code.:

Synonyms:2-{(2S,3S,6R)-3-tert-butyldimethylsilyloxy-6-[(S)-6-(4-methoxybenzyloxy)-1-heptenyl]tetrahydropyran-2-yl}ethanol

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Chemical Property of 2-{(2S,3S,6R)-3-tert-butyldimethylsilyloxy-6-[(S)-6-(4-methoxybenzyloxy)-1-heptenyl]tetrahydropyran-2-yl}ethanol

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Technology Process of 2-{(2S,3S,6R)-3-tert-butyldimethylsilyloxy-6-[(S)-6-(4-methoxybenzyloxy)-1-heptenyl]tetrahydropyran-2-yl}ethanol

There total 5 articles about 2-{(2S,3S,6R)-3-tert-butyldimethylsilyloxy-6-[(S)-6-(4-methoxybenzyloxy)-1-heptenyl]tetrahydropyran-2-yl}ethanol 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:

: 1210969-72-4
C₃₄H₆₂O₅Si₂

: 1210969-73-5
2-{(2S,3S,6R)-3-tert-butyldimethylsilyloxy-6-[(S)-6-(4-methoxybenzyloxy)-1-heptenyl]tetrahydropyran-2-yl}ethanol

Guidance literature:: With CSA; In methanol; dichloromethane; at 0 ℃; for 1h;
DOI:10.1016/j.tetlet.2009.12.032

Reference yield:

: 1111316-40-5
C₂₃H₃₂O₅

: 1210969-73-5
2-{(2S,3S,6R)-3-tert-butyldimethylsilyloxy-6-[(S)-6-(4-methoxybenzyloxy)-1-heptenyl]tetrahydropyran-2-yl}ethanol

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydroxide / tetrahydrofuran; water / 40 °C

1.2: 20 °C

2.1: triethyl borane; oxygen; tri-n-butyl-tin hydride / toluene / -30 °C

3.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

4.1: triethylamine / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere

5.1: methanol; camphor-10-sulfonic acid / dichloromethane / 1 h / 0 °C

With methanol; lithium aluminium tetrahydride; triethyl borane; camphor-10-sulfonic acid; oxygen; tri-n-butyl-tin hydride; triethylamine; sodium hydroxide; In tetrahydrofuran; dichloromethane; water; toluene;
DOI:10.1016/j.tet.2011.02.061

Reference yield:

: 1204616-82-9
(3aS,5R,7aS)-5-[(1E,6S)-6-(4-methoxybenzyloxy)-1-heptenyl]hexahydrofuro[3,2-b]pyran-2-one

: 1210969-73-5
2-{(2S,3S,6R)-3-tert-butyldimethylsilyloxy-6-[(S)-6-(4-methoxybenzyloxy)-1-heptenyl]tetrahydropyran-2-yl}ethanol

Guidance literature:: Multi-step reaction with 3 steps

1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

2: triethylamine / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere

3: methanol; camphor-10-sulfonic acid / dichloromethane / 1 h / 0 °C

With methanol; lithium aluminium tetrahydride; camphor-10-sulfonic acid; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.tet.2011.02.061