1H-Isoindole-1,3(2H)-dione, 2-[5-[(S)-hydroxy[(3R)-tetrahydro-2,2,6,6-tetramethyl-4-oxo-2H-pyran-3- yl]methyl]-4-iodo-2-methylphenyl]-

Base Information

Chemical Name:1H-Isoindole-1,3(2H)-dione, 2-[5-[(S)-hydroxy[(3R)-tetrahydro-2,2,6,6-tetramethyl-4-oxo-2H-pyran-3- yl]methyl]-4-iodo-2-methylphenyl]-
CAS No.:389091-80-9
Molecular Formula:C25H26INO5
Molecular Weight:547.39
Hs Code.:
Mol file:389091-80-9.mol

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Chemical Property of 1H-Isoindole-1,3(2H)-dione, 2-[5-[(S)-hydroxy[(3R)-tetrahydro-2,2,6,6-tetramethyl-4-oxo-2H-pyran-3- yl]methyl]-4-iodo-2-methylphenyl]-

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Technology Process of 1H-Isoindole-1,3(2H)-dione, 2-[5-[(S)-hydroxy[(3R)-tetrahydro-2,2,6,6-tetramethyl-4-oxo-2H-pyran-3- yl]methyl]-4-iodo-2-methylphenyl]-

There total 10 articles about 1H-Isoindole-1,3(2H)-dione, 2-[5-[(S)-hydroxy[(3R)-tetrahydro-2,2,6,6-tetramethyl-4-oxo-2H-pyran-3- yl]methyl]-4-iodo-2-methylphenyl]- 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: 63.0%

: 2-[5-(Hydroxy-{4-[(E)-(S)-2-methoxymethyl-pyrrolidin-1-ylimino]-2,2,6,6-tetramethyl-tetrahydro-pyran-3-yl}-methyl)-4-iodo-2-methyl-phenyl]-isoindole-1,3-dione

: 389091-80-9
2-{5-[(S)-Hydroxy-((R)-2,2,6,6-tetramethyl-4-oxo-tetrahydro-pyran-3-yl)-methyl]-4-iodo-2-methyl-phenyl}-isoindole-1,3-dione

: 2-{5-[(R)-Hydroxy-((R)-2,2,6,6-tetramethyl-4-oxo-tetrahydro-pyran-3-yl)-methyl]-4-iodo-2-methyl-phenyl}-isoindole-1,3-dione

Guidance literature:: With ozone; In dichloromethane; at -78 ℃;
DOI:10.1021/ol0168871

Reference yield: 63.0%

: 944262-97-9
2-[5-((S)-Hydroxy-{(R)-4-[(E)-(S)-2-methoxymethyl-pyrrolidin-1-ylimino]-2,2,6,6-tetramethyl-tetrahydro-pyran-3-yl}-methyl)-4-iodo-2-methyl-phenyl]-isoindole-1,3-dione

: 389091-80-9
2-{5-[(S)-Hydroxy-((R)-2,2,6,6-tetramethyl-4-oxo-tetrahydro-pyran-3-yl)-methyl]-4-iodo-2-methyl-phenyl}-isoindole-1,3-dione

Guidance literature:: 2-[5-((S)-Hydroxy-{(R)-4-[(E)-(S)-2-methoxymethyl-pyrrolidin-1-ylimino]-2,2,6,6-tetramethyl-tetrahydro-pyran-3-yl}-methyl)-4-iodo-2-methyl-phenyl]-isoindole-1,3-dione; With ozone; In dichloromethane; at -78 ℃; for 1.5h;

With triphenylphosphine; In dichloromethane; at -78 - 25 ℃; Further stages.;
DOI:10.1021/jo062422i

Reference yield:

: 85-44-9
phthalic anhydride

: 389091-80-9
2-{5-[(S)-Hydroxy-((R)-2,2,6,6-tetramethyl-4-oxo-tetrahydro-pyran-3-yl)-methyl]-4-iodo-2-methyl-phenyl}-isoindole-1,3-dione

Guidance literature:: Multi-step reaction with 5 steps

1.1: triethylamine / toluene / 3.5 h / Heating

2.1: 90 percent / HCl / tetrahydrofuran; H₂O / 2 h / 24 °C

3.1: 79 percent / trichloroisocyanuric acid; 2,2,6,6-tetramethylpiperidine-1-oxyl / CH₂Cl₂ / 0.33 h / 0 °C

4.1: tert-butyllithium / tetrahydrofuran; pentane / 0.42 h / -78 °C

4.2: 71 percent / tetrahydrofuran; pentane / 2 h / -100 °C

5.1: ozone / CH₂Cl₂ / 1.5 h / -78 °C

5.2: 63 percent / triphenylphosphine / CH₂Cl₂ / -78 - 25 °C

With hydrogenchloride; 2,2,6,6-tetramethyl-piperidine-N-oxyl; trichloroisocyanuric acid; tert.-butyl lithium; ozone; triethylamine; In tetrahydrofuran; dichloromethane; water; toluene; pentane;
DOI:10.1021/jo062422i