(2E)(5S)-6-[(4-methoxyphenyl)methoxy]-3-methyl-5-(tert-butyldimethylsilyloxy)hex-2-enal

Base Information

Chemical Name:(2E)(5S)-6-[(4-methoxyphenyl)methoxy]-3-methyl-5-(tert-butyldimethylsilyloxy)hex-2-enal
CAS No.:439143-54-1
Molecular Formula:C₂₁H₃₄O₄Si
Molecular Weight:378.584
Hs Code.:

Synonyms:(2E)(5S)-6-[(4-methoxyphenyl)methoxy]-3-methyl-5-(tert-butyldimethylsilyloxy)hex-2-enal

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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 (2E)(5S)-6-[(4-methoxyphenyl)methoxy]-3-methyl-5-(tert-butyldimethylsilyloxy)hex-2-enal

Chemical Property:

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Technology Process of (2E)(5S)-6-[(4-methoxyphenyl)methoxy]-3-methyl-5-(tert-butyldimethylsilyloxy)hex-2-enal

There total 1 articles about (2E)(5S)-6-[(4-methoxyphenyl)methoxy]-3-methyl-5-(tert-butyldimethylsilyloxy)hex-2-enal 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:

: (2E)(5S)-6-[(4-methoxyphenyl)methoxy]-3-methyl-5-(tert-butyldimethylsilyloxy)hex-2-en-1-ol

: 439143-54-1
(2E)(5S)-6-[(4-methoxyphenyl)methoxy]-3-methyl-5-(tert-butyldimethylsilyloxy)hex-2-enal

Guidance literature:: With pyridine-SO₃ complex; dimethyl sulfoxide; triethylamine; In dichloromethane; at 0 ℃; for 4h;
DOI:10.1016/j.tet.2008.02.001

Reference yield:

: 101712-01-0
(S)-1-((S)-4-benzyl-2-oxo-oxazolidin-3-yl)-2-methylpentane-1,3-dione

: 439143-54-1
(2E)(5S)-6-[(4-methoxyphenyl)methoxy]-3-methyl-5-(tert-butyldimethylsilyloxy)hex-2-enal

: 439143-52-9
(E)-(2S,4R,5R,9S)-1-((S)-4-Benzyl-2-oxo-oxazolidin-3-yl)-9-(tert-butyl-dimethyl-silanyloxy)-5-hydroxy-10-(4-methoxy-benzyloxy)-2,4,7-trimethyl-dec-6-ene-1,3-dione

: (E)-(2S,4S,5S,9S)-1-((S)-4-Benzyl-2-oxo-oxazolidin-3-yl)-9-(tert-butyl-dimethyl-silanyloxy)-5-hydroxy-10-(4-methoxy-benzyloxy)-2,4,7-trimethyl-dec-6-ene-1,3-dione

Guidance literature:: (S)-1-((S)-4-benzyl-2-oxo-oxazolidin-3-yl)-2-methylpentane-1,3-dione; With dicyclohexylboron chloride; In diethyl ether; at 0 ℃;

(2E)(5S)-6-[(4-methoxyphenyl)methoxy]-3-methyl-5-(tert-butyldimethylsilyloxy)hex-2-enal; In diethyl ether; at -78 - -20 ℃; Further stages.;
DOI:10.1021/ja026235n

Reference yield:

: 439143-54-1
(2E)(5S)-6-[(4-methoxyphenyl)methoxy]-3-methyl-5-(tert-butyldimethylsilyloxy)hex-2-enal

: 439143-44-9
2-(6-{(1E)(4S)-5-[(4-methoxyphenyl)methoxy]-2-methyl-4-(tert-butyldimethylsilyloxy)pent-1-enyl}(4S,5R,6R)-2,2,5-trimethyl(1,3-dioxan-4-yl))(2S)propanal

Guidance literature:: Multi-step reaction with 6 steps

1.1: Cy₂BCl; Et₃NMe₂ / diethyl ether / 0 °C

1.2: diethyl ether / -78 - -20 °C

2.1: Me₄NBH(OAc)3; AcOH / acetonitrile / 0 °C

3.1: HN(CH₂CH₂OH)2 / ethyl acetate / 20 °C

4.1: AlMe₃ / CH₂Cl₂ / 0 - 20 °C

5.1: PPTS / acetone / 20 °C

6.1: LiAlH₄ / diethyl ether / 20 °C

With lithium aluminium tetrahydride; dicyclohexylboron chloride; trimethylaluminum; pyridinium p-toluenesulfonate; acetic acid; 2,2'-iminobis[ethanol]; tetramethylammonium triacetoxyborohydride; In diethyl ether; dichloromethane; ethyl acetate; acetone; acetonitrile;
DOI:10.1021/ja026235n