(4S,5S,6R)-6-(tert-butyldimethylsilyloxy)-7-[(2R,4R,6R)-2-(4-methoxyphenyl)-6-{[ (2S,4S)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]methyl}-1,3-dioxan-4-yl]-5-methylhept-1-en-4-ol

Base Information

Chemical Name:(4S,5S,6R)-6-(tert-butyldimethylsilyloxy)-7-[(2R,4R,6R)-2-(4-methoxyphenyl)-6-{[ (2S,4S)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]methyl}-1,3-dioxan-4-yl]-5-methylhept-1-en-4-ol
CAS No.:1333473-60-1
Molecular Formula:C₃₇H₅₆O₈Si
Molecular Weight:656.932
Hs Code.:

(4S,5S,6R)-6-(tert-butyldimethylsilyloxy)-7-[(2R,4R,6R)-2-(4-methoxyphenyl)-6-{[ (2S,4S)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]methyl}-1,3-dioxan-4-yl]-5-methylhept-1-en-4-ol

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Chemical Property of (4S,5S,6R)-6-(tert-butyldimethylsilyloxy)-7-[(2R,4R,6R)-2-(4-methoxyphenyl)-6-{[ (2S,4S)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]methyl}-1,3-dioxan-4-yl]-5-methylhept-1-en-4-ol

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Technology Process of (4S,5S,6R)-6-(tert-butyldimethylsilyloxy)-7-[(2R,4R,6R)-2-(4-methoxyphenyl)-6-{[ (2S,4S)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]methyl}-1,3-dioxan-4-yl]-5-methylhept-1-en-4-ol

There total 4 articles about (4S,5S,6R)-6-(tert-butyldimethylsilyloxy)-7-[(2R,4R,6R)-2-(4-methoxyphenyl)-6-{[ (2S,4S)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]methyl}-1,3-dioxan-4-yl]-5-methylhept-1-en-4-ol 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:

: 1333473-59-8
C₃₇H₅₄O₈Si

: C₃₇H₅₆O₈Si

: 1333473-60-1
(4S,5S,6R)-6-(tert-butyldimethylsilyloxy)-7-[(2R,4R,6R)-2-(4-methoxyphenyl)-6-{[ (2S,4S)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]methyl}-1,3-dioxan-4-yl]-5-methylhept-1-en-4-ol

Guidance literature:: C₃₇H₅₄O₈Si; With sodium tetrahydroborate; In methanol; at -50 ℃; for 15h;

With ammonium chloride; In methanol; water; optical yield given as %de; diastereoselective reaction; Saturated solution;
DOI:10.1021/jo2012658

Reference yield:

: 1333473-70-3
C₅₉H₇₇NO₁₁SSi

: C₃₇H₅₆O₈Si

: 1333473-60-1
(4S,5S,6R)-6-(tert-butyldimethylsilyloxy)-7-[(2R,4R,6R)-2-(4-methoxyphenyl)-6-{[ (2S,4S)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]methyl}-1,3-dioxan-4-yl]-5-methylhept-1-en-4-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: isopropylmagnesium chloride / tetrahydrofuran; diethyl ether / 2.33 h / -20 - 5 °C

1.2: 0 °C / Saturated solution

2.1: tetrahydrofuran; diethyl ether / 0.53 h / 0 °C

3.1: sodium tetrahydroborate / methanol / 15 h / -50 °C

3.2: Saturated solution

With sodium tetrahydroborate; isopropylmagnesium chloride; In tetrahydrofuran; methanol; diethyl ether;
DOI:10.1021/jo2012658

Reference yield:

: 1333473-58-7
(2R,3R)-[(1R,2S)-2-(N-benzyl-2,4,6-trimethylphenylsulfonamido)-1-phenylpropyl]-3-hydroxy-4-[(2S,4S,6R)-2-(4-methoxyphenyl)-6-{[(2S,4S)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]methyl}-1,3-dioxan-4-yl]-2-methylbutanoate

: C₃₇H₅₆O₈Si

: 1333473-60-1
(4S,5S,6R)-6-(tert-butyldimethylsilyloxy)-7-[(2R,4R,6R)-2-(4-methoxyphenyl)-6-{[ (2S,4S)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]methyl}-1,3-dioxan-4-yl]-5-methylhept-1-en-4-ol

Guidance literature:: Multi-step reaction with 4 steps

1.1: 2,6-dimethylpyridine / dichloromethane / 4 h / 0 - 20 °C

2.1: isopropylmagnesium chloride / tetrahydrofuran; diethyl ether / 2.33 h / -20 - 5 °C

2.2: 0 °C / Saturated solution

3.1: tetrahydrofuran; diethyl ether / 0.53 h / 0 °C

4.1: sodium tetrahydroborate / methanol / 15 h / -50 °C

4.2: Saturated solution

With 2,6-dimethylpyridine; sodium tetrahydroborate; isopropylmagnesium chloride; In tetrahydrofuran; methanol; diethyl ether; dichloromethane;
DOI:10.1021/jo2012658