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

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Chemical Name:{(2S,3S)-3-[(2R,3S)-5-(tert-butyldiphenylsiloxy)-2-(methoxymethoxy)-3-methylpentyl]oxiran-2-yl}methanol
CAS No.:943153-86-4
Molecular Formula:C₂₇H₄₀O₅Si
Molecular Weight:472.697
Hs Code.:

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

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Chemical Property of {(2S,3S)-3-[(2R,3S)-5-(tert-butyldiphenylsiloxy)-2-(methoxymethoxy)-3-methylpentyl]oxiran-2-yl}methanol

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Technology Process of {(2S,3S)-3-[(2R,3S)-5-(tert-butyldiphenylsiloxy)-2-(methoxymethoxy)-3-methylpentyl]oxiran-2-yl}methanol

There total 8 articles about {(2S,3S)-3-[(2R,3S)-5-(tert-butyldiphenylsiloxy)-2-(methoxymethoxy)-3-methylpentyl]oxiran-2-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: 89.0%

: 943153-82-0
(E,5R,6S)-8-(tert-butyldiphenylsiloxy)-5-(methoxymethoxy)-6-methyloct-2-ene-1-ol

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

Guidance literature:: With tert.-butylhydroperoxide; L-(+)-diisopropyl tartrate; titanium(IV) isopropylate; In dichloromethane; toluene; at -24 ℃; for 3h;
DOI:10.1055/s-2007-965970

Reference yield:

: C₃₂H₄₆O₅Si

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

Guidance literature:: Multi-step reaction with 3 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

With tert.-butylhydroperoxide; lithium aluminium tetrahydride; L-(+)-diisopropyl tartrate; pyridinium p-toluenesulfonate; 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

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

Guidance literature:: Multi-step reaction with 2 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

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