propyl-carbamic acid 6-[2-(1,3-dioxo-1,3-dihydro-isoindol-2-yloxy)-ethyl]-3-(4-methoxyphenoxy)-3,6-dihydro-2H-pyran-2-ylmethyl ester

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Chemical Name:propyl-carbamic acid 6-[2-(1,3-dioxo-1,3-dihydro-isoindol-2-yloxy)-ethyl]-3-(4-methoxyphenoxy)-3,6-dihydro-2H-pyran-2-ylmethyl ester
CAS No.:859215-11-5
Molecular Formula:C₂₇H₃₀N₂O₈
Molecular Weight:510.544
Hs Code.:

Synonyms:propyl-carbamic acid 6-[2-(1,3-dioxo-1,3-dihydro-isoindol-2-yloxy)-ethyl]-3-(4-methoxyphenoxy)-3,6-dihydro-2H-pyran-2-ylmethyl ester

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Chemical Property of propyl-carbamic acid 6-[2-(1,3-dioxo-1,3-dihydro-isoindol-2-yloxy)-ethyl]-3-(4-methoxyphenoxy)-3,6-dihydro-2H-pyran-2-ylmethyl ester

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Technology Process of propyl-carbamic acid 6-[2-(1,3-dioxo-1,3-dihydro-isoindol-2-yloxy)-ethyl]-3-(4-methoxyphenoxy)-3,6-dihydro-2H-pyran-2-ylmethyl ester

There total 8 articles about propyl-carbamic acid 6-[2-(1,3-dioxo-1,3-dihydro-isoindol-2-yloxy)-ethyl]-3-(4-methoxyphenoxy)-3,6-dihydro-2H-pyran-2-ylmethyl 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: 92.0%

: 859215-10-4
propyl-carbamic acid 6-(2-hydroxy-ethyl)-3-(4-methoxy-phenoxy)-3,6-dihydro-2H-pyran-2-ylmethyl ester

: 524-38-9
N-hydroxyphthalimide

: 859215-11-5
propyl-carbamic acid 6-[2-(1,3-dioxo-1,3-dihydro-isoindol-2-yloxy)-ethyl]-3-(4-methoxyphenoxy)-3,6-dihydro-2H-pyran-2-ylmethyl ester

Guidance literature:: With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 0 - 20 ℃; for 5h;
DOI:10.1021/ol051023r

Reference yield:

: 859215-07-9
[(2R,3S,6R)-6-Allyl-3-(4-methoxy-phenoxy)-3,6-dihydro-2H-pyran-2-yl]-methanol

: 859215-11-5
propyl-carbamic acid 6-[2-(1,3-dioxo-1,3-dihydro-isoindol-2-yloxy)-ethyl]-3-(4-methoxyphenoxy)-3,6-dihydro-2H-pyran-2-ylmethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: CH₂Cl₂ / 0.63 h

2: CH₂Cl₂ / 1 h

3: sodium periodate; 2,6-lutidine / osmium tetraoxide / dioxane; H₂O; toluene / 2 h

4: sodium borohydride / methanol / 1.83 h / 0 - 20 °C

5: 92 percent / triphenylphosphine; diisopropyl azodicarboxylate / tetrahydrofuran / 5 h / 0 - 20 °C

With 2,6-dimethylpyridine; sodium tetrahydroborate; sodium periodate; di-isopropyl azodicarboxylate; triphenylphosphine; osmium(VIII) oxide; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; toluene;
DOI:10.1021/ol051023r

Reference yield:

: 859215-05-7
carbonic acid 6-allyl-2-(tert-butyl-dimethyl-silanyloxymethyl)-3,6-dihydro-2H-pyran-3-yl ester ethyl ester

: 859215-11-5
propyl-carbamic acid 6-[2-(1,3-dioxo-1,3-dihydro-isoindol-2-yloxy)-ethyl]-3-(4-methoxyphenoxy)-3,6-dihydro-2H-pyran-2-ylmethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 76 percent / tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform adduct; (1S,2S)-(-)-1,2-bis(2-diphenylphosphinobenzamido)cyclohexane / CH₂Cl₂ / 0.17 h / 100 °C / microwave irradiation

2: 96 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h

3: CH₂Cl₂ / 0.63 h

4: CH₂Cl₂ / 1 h

5: sodium periodate; 2,6-lutidine / osmium tetraoxide / dioxane; H₂O; toluene / 2 h

6: sodium borohydride / methanol / 1.83 h / 0 - 20 °C

7: 92 percent / triphenylphosphine; diisopropyl azodicarboxylate / tetrahydrofuran / 5 h / 0 - 20 °C

With 2,6-dimethylpyridine; sodium tetrahydroborate; sodium periodate; di-isopropyl azodicarboxylate; tetrabutyl ammonium fluoride; triphenylphosphine; trans-1,2-(1S,2S)-1,2-diaminocyclohexane-N,N’-bis(2’-diphenylphosphinobenzoyl); tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; osmium(VIII) oxide; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; toluene;
DOI:10.1021/ol051023r