(2R,3R,4R)-4-[(2R,4R,5R)-2-(4-Methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-methyl-3-triisopropylsilanyloxy-pentanal

Base Information

Chemical Name:(2R,3R,4R)-4-[(2R,4R,5R)-2-(4-Methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-methyl-3-triisopropylsilanyloxy-pentanal
CAS No.:478800-40-7
Molecular Formula:C₂₇H₄₆O₅Si
Molecular Weight:478.745
Hs Code.:

Synonyms:(2R,3R,4R)-4-[(2R,4R,5R)-2-(4-Methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-methyl-3-triisopropylsilanyloxy-pentanal

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Chemical Property of (2R,3R,4R)-4-[(2R,4R,5R)-2-(4-Methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-methyl-3-triisopropylsilanyloxy-pentanal

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Technology Process of (2R,3R,4R)-4-[(2R,4R,5R)-2-(4-Methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-methyl-3-triisopropylsilanyloxy-pentanal

There total 1 articles about (2R,3R,4R)-4-[(2R,4R,5R)-2-(4-Methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-methyl-3-triisopropylsilanyloxy-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%

: [1S,2R,3R,4R,5R,5(4R),5(5R)]-1-cyclohexyl-5-{2-(4-methoxyphenyl)-5-methyl[1,3]dioxan-4-yl}-3-methyl-4-(triisopropylsilanyloxy)hexan-1,2-diol

: 478800-40-7
(2R,3R,4R)-4-[(2R,4R,5R)-2-(4-Methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-methyl-3-triisopropylsilanyloxy-pentanal

Guidance literature:: With lead(IV) acetate; In methanol; benzene; at 0 ℃; for 0.5h;
DOI:10.1055/s-2002-34386

Reference yield: 95.0%

: 1779-49-3
Methyltriphenylphosphonium bromide

: 478800-40-7
(2R,3R,4R)-4-[(2R,4R,5R)-2-(4-Methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-methyl-3-triisopropylsilanyloxy-pentanal

: 478800-09-8
[3S,4S,5R,5(2R),5(4R)]-5-{2-(4-methoxyphenyl)-5-methyl[1,3]dioxan-4-yl}-3-methyl-4-(triisopropylsilanyloxy)hex-1-ene

Guidance literature:: Methyltriphenylphosphonium bromide; With n-butyllithium; In tetrahydrofuran; hexane; at -15 ℃; for 0.166667h;

(2R,3R,4R)-4-[(2R,4R,5R)-2-(4-Methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-methyl-3-triisopropylsilanyloxy-pentanal; In tetrahydrofuran; hexane; at -15 - 25 ℃; for 16h;
DOI:10.1055/s-2002-34386

Reference yield:

: 478800-40-7
(2R,3R,4R)-4-[(2R,4R,5R)-2-(4-Methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-methyl-3-triisopropylsilanyloxy-pentanal

: 478800-15-6
[3S,4S,5R,5(2R),5(4R)]-5-{2-(4-methoxyphenyl)-5-methyl[1,3]dioxan-4-yl}-3-methylhexan-4-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: BuLi / tetrahydrofuran; hexane / 0.17 h / -15 °C

1.2: 95 percent / tetrahydrofuran; hexane / 16 h / -15 - 25 °C

2.1: 99 percent / H₂ / 10 percent Pd/C / ethyl acetate / 0.75 h / 25 °C

3.1: 99 percent / TBAF / tetrahydrofuran / 66 h / 25 °C

4.1: 97 percent / TPAP; NMO / CH₂Cl₂ / 2.5 h / 25 °C

With n-butyllithium; N-methyl-2-indolinone; tetrapropylammonium perruthennate; tetrabutyl ammonium fluoride; hydrogen; palladium on activated charcoal; In tetrahydrofuran; hexane; dichloromethane; ethyl acetate; 1.2: Wittig reaction;
DOI:10.1055/s-2002-34386