(3R,5R,6S)-8-(tert-butyldiphenylsiloxy)-5-(methoxymethoxy)-6-methyloctane-1,3-diol

Base Information

Chemical Name:(3R,5R,6S)-8-(tert-butyldiphenylsiloxy)-5-(methoxymethoxy)-6-methyloctane-1,3-diol
CAS No.:943153-87-5
Molecular Formula:C₂₇H₄₂O₅Si
Molecular Weight:474.713
Hs Code.:

Synonyms:(3R,5R,6S)-8-(tert-butyldiphenylsiloxy)-5-(methoxymethoxy)-6-methyloctane-1,3-diol

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

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Chemical Property of (3R,5R,6S)-8-(tert-butyldiphenylsiloxy)-5-(methoxymethoxy)-6-methyloctane-1,3-diol

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Technology Process of (3R,5R,6S)-8-(tert-butyldiphenylsiloxy)-5-(methoxymethoxy)-6-methyloctane-1,3-diol

There total 9 articles about (3R,5R,6S)-8-(tert-butyldiphenylsiloxy)-5-(methoxymethoxy)-6-methyloctane-1,3-diol 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: 93.0%

: 943153-86-4
{(2S,3S)-3-[(2R,3S)-5-(tert-butyldiphenylsiloxy)-2-(methoxymethoxy)-3-methylpentyl]oxiran-2-yl}methanol

: 943153-87-5
(3R,5R,6S)-8-(tert-butyldiphenylsiloxy)-5-(methoxymethoxy)-6-methyloctane-1,3-diol

Guidance literature:: With sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; at 20 ℃; for 2h;
DOI:10.1055/s-2007-965970

Reference yield:

: C₃₂H₄₆O₅Si

: 943153-87-5
(3R,5R,6S)-8-(tert-butyldiphenylsiloxy)-5-(methoxymethoxy)-6-methyloctane-1,3-diol

Guidance literature:: Multi-step reaction with 4 steps

1: 10.92 g / PPTS / ethanol / 1 h / 60 °C

2: 93 percent / lithium aluminum hydride / tetrahydrofuran / 3 h / 20 °C

3: 89 percent / t-BuOOH; (+)-DIPT / Ti(Oi-Pr)4 / CH₂Cl₂; toluene / 3 h / -24 °C

4: 93 percent / sodium bis(2-methoxyethoxy)aluminum hydride / tetrahydrofuran / 2 h / 20 °C

With tert.-butylhydroperoxide; lithium aluminium tetrahydride; L-(+)-diisopropyl tartrate; pyridinium p-toluenesulfonate; sodium bis(2-methoxyethoxy)aluminium dihydride; titanium(IV) isopropylate; In tetrahydrofuran; ethanol; dichloromethane; toluene; 3: Sharpless asymmetric epoxidaion;
DOI:10.1055/s-2007-965970

Reference yield:

: 943153-85-3
(5R,6S)-8-(tert-butyldiphenylsiloxy)-5-(methoxymethoxy)-6-methyloct-2-yn-1-ol

: 943153-87-5
(3R,5R,6S)-8-(tert-butyldiphenylsiloxy)-5-(methoxymethoxy)-6-methyloctane-1,3-diol

Guidance literature:: Multi-step reaction with 3 steps

1: 93 percent / lithium aluminum hydride / tetrahydrofuran / 3 h / 20 °C

2: 89 percent / t-BuOOH; (+)-DIPT / Ti(Oi-Pr)4 / CH₂Cl₂; toluene / 3 h / -24 °C

3: 93 percent / sodium bis(2-methoxyethoxy)aluminum hydride / tetrahydrofuran / 2 h / 20 °C

With tert.-butylhydroperoxide; lithium aluminium tetrahydride; L-(+)-diisopropyl tartrate; sodium bis(2-methoxyethoxy)aluminium dihydride; titanium(IV) isopropylate; In tetrahydrofuran; dichloromethane; toluene; 2: Sharpless asymmetric epoxidaion;
DOI:10.1055/s-2007-965970