(2R,3R)-2-tert-butyldimethylsilyloxy-3-(4-methoxybenzyl)-4-methyl-pentanal

Base Information

Chemical Name:(2R,3R)-2-tert-butyldimethylsilyloxy-3-(4-methoxybenzyl)-4-methyl-pentanal
CAS No.:905307-84-8
Molecular Formula:C₂₀H₃₄O₄Si
Molecular Weight:366.573
Hs Code.:

Synonyms:(2R,3R)-2-tert-butyldimethylsilyloxy-3-(4-methoxybenzyl)-4-methyl-pentanal

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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 (2R,3R)-2-tert-butyldimethylsilyloxy-3-(4-methoxybenzyl)-4-methyl-pentanal

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Technology Process of (2R,3R)-2-tert-butyldimethylsilyloxy-3-(4-methoxybenzyl)-4-methyl-pentanal

There total 8 articles about (2R,3R)-2-tert-butyldimethylsilyloxy-3-(4-methoxybenzyl)-4-methyl-pentanal 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: 97.0%

: 905307-83-7
(2S,3R)-2-tert-butyldimethylsilyloxy-3-(4-methoxybenzyl)-4-methyl-pentan-1-ol

: 905307-84-8
(2R,3R)-2-tert-butyldimethylsilyloxy-3-(4-methoxybenzyl)-4-methyl-pentanal

Guidance literature:: With pyridine-SO₃ complex; N-ethyl-N,N-diisopropylamine; In dichloromethane; dimethyl sulfoxide; at -30 - 20 ℃;
DOI:10.1021/ja061010o

Reference yield:

: (4R,5S)-5-Benzyloxy-4-isopropyl-2-(4-methoxy-phenyl)-[1,3]dioxane

: 905307-84-8
(2R,3R)-2-tert-butyldimethylsilyloxy-3-(4-methoxybenzyl)-4-methyl-pentanal

Guidance literature:: Multi-step reaction with 5 steps

1.1: 707 mg / H₂ / Pd(OH)2/C / ethyl acetate / 3.5 h / 20 °C / 760 Torr

2.1: 90 percent / 2,6-lutidine / tetrahydrofuran / 0.33 h / -78 °C

3.1: 100 percent / diisobutylaluminum hydride / CH₂Cl₂; hexane / 0.83 h / 0 °C

4.1: 2,6-lutidine / tetrahydrofuran / 0.5 h / 0 °C

4.2: 75 percent / HF*pyridine / pyridine; tetrahydrofuran / 19 h / 5 °C

5.1: 97 percent / diisopropylethylamine; SO₃*pyridine / CH₂Cl₂; dimethylsulfoxide / -30 - 20 °C

With 2,6-dimethylpyridine; pyridine-SO₃ complex; hydrogen; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; palladium dihydroxide; In tetrahydrofuran; hexane; dichloromethane; dimethyl sulfoxide; ethyl acetate; 5.1: Parikh-Doering oxidation;
DOI:10.1021/ja061010o

Reference yield:

: 139561-11-8
(2S,3R)-2-benzyloxy-3-hydroxy-4-methyl-pentan-1-ol

: 905307-84-8
(2R,3R)-2-tert-butyldimethylsilyloxy-3-(4-methoxybenzyl)-4-methyl-pentanal

Guidance literature:: Multi-step reaction with 6 steps

1.1: TsOH / benzene; CH₂Cl₂ / 72 h / 20 °C

2.1: 707 mg / H₂ / Pd(OH)2/C / ethyl acetate / 3.5 h / 20 °C / 760 Torr

3.1: 90 percent / 2,6-lutidine / tetrahydrofuran / 0.33 h / -78 °C

4.1: 100 percent / diisobutylaluminum hydride / CH₂Cl₂; hexane / 0.83 h / 0 °C

5.1: 2,6-lutidine / tetrahydrofuran / 0.5 h / 0 °C

5.2: 75 percent / HF*pyridine / pyridine; tetrahydrofuran / 19 h / 5 °C

6.1: 97 percent / diisopropylethylamine; SO₃*pyridine / CH₂Cl₂; dimethylsulfoxide / -30 - 20 °C

With 2,6-dimethylpyridine; pyridine-SO₃ complex; hydrogen; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; palladium dihydroxide; toluene-4-sulfonic acid; In tetrahydrofuran; hexane; dichloromethane; dimethyl sulfoxide; ethyl acetate; benzene; 6.1: Parikh-Doering oxidation;
DOI:10.1021/ja061010o