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

Base Information

Chemical Name: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
CAS No.:439143-44-9
Molecular Formula:C₃₀H₅₀O₆Si
Molecular Weight:534.809
Hs Code.:

Synonyms: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

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Chemical Property of 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

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Technology Process of 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

There total 7 articles about 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 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: 99.0%

: 439143-58-5
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)-N-methoxy-N-methylpropanamide

: 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:: With lithium aluminium tetrahydride; In diethyl ether; ethyl acetate; at 20 ℃; for 1h;
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

: 439143-44-9
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

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