(2S,3S,5R,6R)-2-(tert-butyldiphenylsilyloxy)-6-(p-methoxybenzyloxy)-3,5-heptanediol

Base Information

Chemical Name:(2S,3S,5R,6R)-2-(tert-butyldiphenylsilyloxy)-6-(p-methoxybenzyloxy)-3,5-heptanediol
CAS No.:1415122-28-9
Molecular Formula:C₃₁H₄₂O₅Si
Molecular Weight:522.757
Hs Code.:

Synonyms:(2S,3S,5R,6R)-2-(tert-butyldiphenylsilyloxy)-6-(p-methoxybenzyloxy)-3,5-heptanediol

Suppliers and Price of (2S,3S,5R,6R)-2-(tert-butyldiphenylsilyloxy)-6-(p-methoxybenzyloxy)-3,5-heptanediol

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Total 1 raw suppliers

Chemical Property of (2S,3S,5R,6R)-2-(tert-butyldiphenylsilyloxy)-6-(p-methoxybenzyloxy)-3,5-heptanediol

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of (2S,3S,5R,6R)-2-(tert-butyldiphenylsilyloxy)-6-(p-methoxybenzyloxy)-3,5-heptanediol

There total 4 articles about (2S,3S,5R,6R)-2-(tert-butyldiphenylsilyloxy)-6-(p-methoxybenzyloxy)-3,5-heptanediol 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: 78.0%

: 1415122-21-2
(2S,5S,6R)-6-(tert-butyldiphenylsilyloxy)-5-hydroxy-2-(p-methoxybenzyloxy)-3-heptanone

: 1415122-28-9
(2S,3S,5R,6R)-2-(tert-butyldiphenylsilyloxy)-6-(p-methoxybenzyloxy)-3,5-heptanediol

: (2R,3S,5S,6S)-2-(tert-butyldiphenylsilyloxy)-6-(p-methoxybenzyloxy)-3,5-heptanediol

Guidance literature:: (2S,5S,6R)-6-(tert-butyldiphenylsilyloxy)-5-hydroxy-2-(p-methoxybenzyloxy)-3-heptanone; With diisobutylaluminium hydride; In tetrahydrofuran; hexane; at -78 ℃; for 2h; Inert atmosphere;

With rochelle salt; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 0.5h; stereoselective reaction; Inert atmosphere;
DOI:10.1016/j.tet.2012.09.096 DOI:10.1016/j.tet.2012.09.096

Reference yield:

: (S)-2-((4-methoxybenzyl)oxy)-1-(pyrrolidin-1-yl)propan-1-one

: 1415122-28-9
(2S,3S,5R,6R)-2-(tert-butyldiphenylsilyloxy)-6-(p-methoxybenzyloxy)-3,5-heptanediol

: (2R,3S,5S,6S)-2-(tert-butyldiphenylsilyloxy)-6-(p-methoxybenzyloxy)-3,5-heptanediol

Guidance literature:: Multi-step reaction with 3 steps

1.1: diethyl ether; tetrahydrofuran / 0.08 h / -78 °C / Inert atmosphere

2.1: titanium(IV) trichloride isopropoxide / dichloromethane / 0.08 h / -78 °C / Inert atmosphere

2.2: 0.5 h / -78 °C / Inert atmosphere

2.3: 0.5 h / -78 °C / Inert atmosphere

3.1: diisobutylaluminium hydride / tetrahydrofuran; hexane / 2 h / -78 °C / Inert atmosphere

3.2: 0.5 h / -78 - 20 °C / Inert atmosphere

With titanium(IV) trichloride isopropoxide; diisobutylaluminium hydride; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; 2.3: |Aldol Addition;
DOI:10.1016/j.tet.2012.09.096 DOI:10.1016/j.tet.2012.09.096

Reference yield:

: 1058681-56-3
(S)-3-((4-methoxybenzyl)oxy)butan-2-one

: 1415122-28-9
(2S,3S,5R,6R)-2-(tert-butyldiphenylsilyloxy)-6-(p-methoxybenzyloxy)-3,5-heptanediol

: (2R,3S,5S,6S)-2-(tert-butyldiphenylsilyloxy)-6-(p-methoxybenzyloxy)-3,5-heptanediol

Guidance literature:: Multi-step reaction with 2 steps

1.1: titanium(IV) trichloride isopropoxide / dichloromethane / 0.08 h / -78 °C / Inert atmosphere

1.2: 0.5 h / -78 °C / Inert atmosphere

1.3: 0.5 h / -78 °C / Inert atmosphere

2.1: diisobutylaluminium hydride / tetrahydrofuran; hexane / 2 h / -78 °C / Inert atmosphere

2.2: 0.5 h / -78 - 20 °C / Inert atmosphere

With titanium(IV) trichloride isopropoxide; diisobutylaluminium hydride; In tetrahydrofuran; hexane; dichloromethane; 1.3: |Aldol Addition;
DOI:10.1016/j.tet.2012.09.096 DOI:10.1016/j.tet.2012.09.096