(3S,4R)-1-(tert-butyldiphenylsiloxy)-4-(methoxymethoxy)-5-[(4R)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]-3-methylpentane

Base Information

Chemical Name:(3S,4R)-1-(tert-butyldiphenylsiloxy)-4-(methoxymethoxy)-5-[(4R)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]-3-methylpentane
CAS No.:943153-88-6
Molecular Formula:C₃₅H₄₈O₆Si
Molecular Weight:592.848
Hs Code.:

Synonyms:(3S,4R)-1-(tert-butyldiphenylsiloxy)-4-(methoxymethoxy)-5-[(4R)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]-3-methylpentane

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Chemical Property of (3S,4R)-1-(tert-butyldiphenylsiloxy)-4-(methoxymethoxy)-5-[(4R)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]-3-methylpentane

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Technology Process of (3S,4R)-1-(tert-butyldiphenylsiloxy)-4-(methoxymethoxy)-5-[(4R)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]-3-methylpentane

There total 10 articles about (3S,4R)-1-(tert-butyldiphenylsiloxy)-4-(methoxymethoxy)-5-[(4R)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]-3-methylpentane 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: 95.0%

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

: 2186-92-7
p-Anisaldehyde dimethyl acetal

: 943153-88-6
(3S,4R)-1-(tert-butyldiphenylsiloxy)-4-(methoxymethoxy)-5-[(4R)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]-3-methylpentane

Guidance literature:: With camphor-10-sulfonic acid; In dichloromethane; at 0 ℃; for 1h;
DOI:10.1055/s-2007-965970

Reference yield:

: C₃₂H₄₆O₅Si

: 943153-88-6
(3S,4R)-1-(tert-butyldiphenylsiloxy)-4-(methoxymethoxy)-5-[(4R)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]-3-methylpentane

Guidance literature:: Multi-step reaction with 5 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

5: 95 percent / CSA / CH₂Cl₂ / 1 h / 0 °C

With tert.-butylhydroperoxide; lithium aluminium tetrahydride; L-(+)-diisopropyl tartrate; camphor-10-sulfonic acid; 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

: 943153-88-6
(3S,4R)-1-(tert-butyldiphenylsiloxy)-4-(methoxymethoxy)-5-[(4R)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]-3-methylpentane

Guidance literature:: Multi-step reaction with 4 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

4: 95 percent / CSA / CH₂Cl₂ / 1 h / 0 °C

With tert.-butylhydroperoxide; lithium aluminium tetrahydride; L-(+)-diisopropyl tartrate; camphor-10-sulfonic acid; sodium bis(2-methoxyethoxy)aluminium dihydride; titanium(IV) isopropylate; In tetrahydrofuran; dichloromethane; toluene; 2: Sharpless asymmetric epoxidaion;
DOI:10.1055/s-2007-965970