(2S,3R)-4-(tert-butyldiphenylsiloxy)-2-(methoxymethoxy)-3-methyl-1-butanal

Base Information

Chemical Name:(2S,3R)-4-(tert-butyldiphenylsiloxy)-2-(methoxymethoxy)-3-methyl-1-butanal
CAS No.:320575-05-1
Molecular Formula:C₂₃H₃₂O₄Si
Molecular Weight:400.59
Hs Code.:

Synonyms:(2S,3R)-4-(tert-butyldiphenylsiloxy)-2-(methoxymethoxy)-3-methyl-1-butanal

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Chemical Property of (2S,3R)-4-(tert-butyldiphenylsiloxy)-2-(methoxymethoxy)-3-methyl-1-butanal

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Technology Process of (2S,3R)-4-(tert-butyldiphenylsiloxy)-2-(methoxymethoxy)-3-methyl-1-butanal

There total 7 articles about (2S,3R)-4-(tert-butyldiphenylsiloxy)-2-(methoxymethoxy)-3-methyl-1-butanal 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%

: 320575-04-0
(2S,3R)-4-(tert-butyldiphenylsiloxy)-2-(methoxymethoxy)-3-methyl-1-butanol

: 320575-05-1
(2S,3R)-4-(tert-butyldiphenylsiloxy)-2-(methoxymethoxy)-3-methyl-1-butanal

Guidance literature:: With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; polymer-bound {NMe₃⁽¹⁺⁾*Br(OAc)2^(1-)}; In dichloromethane; at 20 ℃; for 2h;
DOI:10.1021/ol006483t

Reference yield:

: 91751-24-5,92817-88-4,123284-89-9,112897-04-8
(R)-3-[(tert-butyldiphenylsilyl)oxy]-2-methylpropanal

: 320575-05-1
(2S,3R)-4-(tert-butyldiphenylsiloxy)-2-(methoxymethoxy)-3-methyl-1-butanal

Guidance literature:: Multi-step reaction with 4 steps

1.1: LDA / tetrahydrofuran / 0.17 h / -110 °C

1.2: 82 percent / tetrahydrofuran

2.1: KOtBu / tetrahydrofuran / 0.25 h / 0 °C

2.2: 86 percent / AD-mix α; MeSO2NH2 / tetrahydrofuran; H2O; 2-methyl-propan-2-ol

3.1: 83 percent / iPrNEt₂; 4-DMAP / CH₂Cl₂ / 40 °C

4.1: dibal-H / CH₂Cl₂; toluene / -78 - 20 °C

4.2: resin-CH₂-N(Me)3(+)*Br(OAc)2(-); TEMPO / CH₂Cl₂ / 2 h / 50 °C

With dmap; N,N-diethyl-N-isopropylamine; potassium tert-butylate; diisobutylaluminium hydride; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1016/j.tetlet.2004.04.056

Reference yield:

: 320575-07-3
(2S,3R)-4-(tert-Butyl-diphenyl-silanyloxy)-2-hydroxy-3-methyl-butyric acid methyl ester

: 320575-05-1
(2S,3R)-4-(tert-butyldiphenylsiloxy)-2-(methoxymethoxy)-3-methyl-1-butanal

Guidance literature:: Multi-step reaction with 2 steps

1.1: 83 percent / iPrNEt₂; 4-DMAP / CH₂Cl₂ / 40 °C

2.1: dibal-H / CH₂Cl₂; toluene / -78 - 20 °C

2.2: resin-CH₂-N(Me)3(+)*Br(OAc)2(-); TEMPO / CH₂Cl₂ / 2 h / 50 °C

With dmap; N,N-diethyl-N-isopropylamine; diisobutylaluminium hydride; In dichloromethane; toluene;
DOI:10.1016/j.tetlet.2004.04.056