2,2-Dimethyl-propionic acid (2R,3S)-4-{(R)-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-[3-(4-methoxy-benzyloxy)-propyl]-6-triisopropylsilanyloxymethyl-5,6-dihydro-4H-pyran-3-yl}-2,3-dimethyl-butyl ester

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Chemical Name:2,2-Dimethyl-propionic acid (2R,3S)-4-{(R)-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-[3-(4-methoxy-benzyloxy)-propyl]-6-triisopropylsilanyloxymethyl-5,6-dihydro-4H-pyran-3-yl}-2,3-dimethyl-butyl ester
CAS No.:851370-25-7
Molecular Formula:C₄₂H₇₂O₈Si
Molecular Weight:733.114
Hs Code.:

2,2-Dimethyl-propionic acid (2R,3S)-4-{(R)-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-[3-(4-methoxy-benzyloxy)-propyl]-6-triisopropylsilanyloxymethyl-5,6-dihydro-4H-pyran-3-yl}-2,3-dimethyl-butyl ester

Synonyms:2,2-Dimethyl-propionic acid (2R,3S)-4-{(R)-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-[3-(4-methoxy-benzyloxy)-propyl]-6-triisopropylsilanyloxymethyl-5,6-dihydro-4H-pyran-3-yl}-2,3-dimethyl-butyl ester

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Chemical Property of 2,2-Dimethyl-propionic acid (2R,3S)-4-{(R)-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-[3-(4-methoxy-benzyloxy)-propyl]-6-triisopropylsilanyloxymethyl-5,6-dihydro-4H-pyran-3-yl}-2,3-dimethyl-butyl ester

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Technology Process of 2,2-Dimethyl-propionic acid (2R,3S)-4-{(R)-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-[3-(4-methoxy-benzyloxy)-propyl]-6-triisopropylsilanyloxymethyl-5,6-dihydro-4H-pyran-3-yl}-2,3-dimethyl-butyl ester

There total 11 articles about 2,2-Dimethyl-propionic acid (2R,3S)-4-{(R)-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-[3-(4-methoxy-benzyloxy)-propyl]-6-triisopropylsilanyloxymethyl-5,6-dihydro-4H-pyran-3-yl}-2,3-dimethyl-butyl ester 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: 75.0%

: 851370-24-6
2,2-Dimethyl-propionic acid (2R,3S)-4-[(R)-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-trifluoromethanesulfonyloxy-6-triisopropylsilanyloxymethyl-5,6-dihydro-4H-pyran-3-yl]-2,3-dimethyl-butyl ester

: 198411-17-5
1-((3-iodopropoxy)methyl)-4-methoxybenzene

: 851370-25-7
2,2-Dimethyl-propionic acid (2R,3S)-4-{(R)-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-[3-(4-methoxy-benzyloxy)-propyl]-6-triisopropylsilanyloxymethyl-5,6-dihydro-4H-pyran-3-yl}-2,3-dimethyl-butyl ester

Guidance literature:: 1-((3-iodopropoxy)methyl)-4-methoxybenzene; With tert.-butyl lithium; In tetrahydrofuran; pentane; at -78 ℃; for 0.166667h;

With zinc(II) chloride; In tetrahydrofuran; pentane; for 0.0833333h;

2,2-Dimethyl-propionic acid (2R,3S)-4-[(R)-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-trifluoromethanesulfonyloxy-6-triisopropylsilanyloxymethyl-5,6-dihydro-4H-pyran-3-yl]-2,3-dimethyl-butyl ester; With 1-methyl-pyrrolidin-2-one; bis(tri-t-butylphosphine)palladium⁽⁰⁾; In tetrahydrofuran; pentane; at -78 - 20 ℃; for 0.5h;
DOI:10.1021/ol050321l

Reference yield:

: 851370-24-6
2,2-Dimethyl-propionic acid (2R,3S)-4-[(R)-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-trifluoromethanesulfonyloxy-6-triisopropylsilanyloxymethyl-5,6-dihydro-4H-pyran-3-yl]-2,3-dimethyl-butyl ester

: 9-[3-(4-methoxy-benzyloxy)-propyl]-9-bora-bicyclo[3.3.1]nonane

: 851370-25-7
2,2-Dimethyl-propionic acid (2R,3S)-4-{(R)-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-[3-(4-methoxy-benzyloxy)-propyl]-6-triisopropylsilanyloxymethyl-5,6-dihydro-4H-pyran-3-yl}-2,3-dimethyl-butyl ester

Guidance literature:: With sodium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; at 60 ℃; for 3h;
DOI:10.1016/j.tetlet.2006.08.083

Reference yield:

: 851370-34-8
2,2-Dimethyl-propionic acid (2R,3R)-4-hydroxy-2,3-dimethyl-butyl ester

: 851370-25-7
2,2-Dimethyl-propionic acid (2R,3S)-4-{(R)-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-[3-(4-methoxy-benzyloxy)-propyl]-6-triisopropylsilanyloxymethyl-5,6-dihydro-4H-pyran-3-yl}-2,3-dimethyl-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 95 percent / I₂; Ph₃P; imidazole / CH₂Cl₂ / 14 h / 20 °C

2.1: LDA / tetrahydrofuran / 0.33 h / -78 °C

2.2: 85 percent / DMPU / tetrahydrofuran / 3 h / 0 °C

3.1: 95 percent / KHMDS / tetrahydrofuran / -78 °C

4.1: t-BuLi / tetrahydrofuran; pentane / 0.17 h / -78 °C

4.2: ZnCl₂ / tetrahydrofuran; pentane / 0.08 h

4.3: 75 percent / NMP / Pd[P(t-Bu)3]2 / tetrahydrofuran; pentane / 0.5 h / -78 - 20 °C

With 1H-imidazole; iodine; tert.-butyl lithium; potassium hexamethylsilazane; triphenylphosphine; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; pentane; 4.3: Negishi coupling;
DOI:10.1021/ol050321l