(3R)-3-((2S)-1-(2-(1-hydroxypent-4-yn-2-yl)oxazol-4-yl)propan-2-yl)-8-(4-methoxybenzyloxy)-7-methylisochroman-1-one

Base Information

Chemical Name:(3R)-3-((2S)-1-(2-(1-hydroxypent-4-yn-2-yl)oxazol-4-yl)propan-2-yl)-8-(4-methoxybenzyloxy)-7-methylisochroman-1-one
CAS No.:1412889-86-1
Molecular Formula:C₂₉H₃₁NO₆
Molecular Weight:489.568
Hs Code.:

Synonyms:(3R)-3-((2S)-1-(2-(1-hydroxypent-4-yn-2-yl)oxazol-4-yl)propan-2-yl)-8-(4-methoxybenzyloxy)-7-methylisochroman-1-one

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Chemical Property of (3R)-3-((2S)-1-(2-(1-hydroxypent-4-yn-2-yl)oxazol-4-yl)propan-2-yl)-8-(4-methoxybenzyloxy)-7-methylisochroman-1-one

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Technology Process of (3R)-3-((2S)-1-(2-(1-hydroxypent-4-yn-2-yl)oxazol-4-yl)propan-2-yl)-8-(4-methoxybenzyloxy)-7-methylisochroman-1-one

There total 9 articles about (3R)-3-((2S)-1-(2-(1-hydroxypent-4-yn-2-yl)oxazol-4-yl)propan-2-yl)-8-(4-methoxybenzyloxy)-7-methylisochroman-1-one 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: 100.0%

: (3R)-3-((2S)-1-(2-(1-(tert-butyldimethylsilyloxy)pent-4-yn-2-yl)-oxazol-4-yl)propan-2-yl)-8-(4-methoxybenzyloxy)-7-methylisochroman-1-one

: 1412889-86-1
(3R)-3-((2S)-1-(2-(1-hydroxypent-4-yn-2-yl)oxazol-4-yl)propan-2-yl)-8-(4-methoxybenzyloxy)-7-methylisochroman-1-one

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 6h;
DOI:10.1021/jo302055w

Reference yield:

: 771430-70-7
2-(prop-2-yn-1-yl)propane-1,3-diol

: 1412889-86-1
(3R)-3-((2S)-1-(2-(1-hydroxypent-4-yn-2-yl)oxazol-4-yl)propan-2-yl)-8-(4-methoxybenzyloxy)-7-methylisochroman-1-one

Guidance literature:: Multi-step reaction with 9 steps

1.1: sodium hydride / tetrahydrofuran / 0.08 h / 0 °C

1.2: 2.5 h / 0 - 20 °C

2.1: Dess-Martin periodane / dichloromethane / 1.08 h / 0 - 20 °C

3.1: 2-methyl-but-2-ene; sodium perchlorate; sodium dihydrogen phosphate monohydrate / tert-butyl alcohol; water / 20 °C

4.1: dmap; diisopropyl-carbodiimide / dichloromethane / 3.67 h / -45 - 20 °C

5.1: triphenylphosphine; zinc azide * 2 pyridine; di-isopropyl azodicarboxylate / toluene / 4.5 h / 0 - 20 °C

6.1: 1.3-propanedithiol; triethylamine / methanol / 24 h / 55 °C

7.1: triethylamine; sulfur trioxide pyridine complex / dichloromethane; dimethyl sulfoxide / 1.5 h / 0 °C

8.1: triphenylphosphine; 2,6-di-tert-butyl-4-methylpyridine; 1,2-dibromo-1,1,2,2-tetrachloroethane / dichloromethane / 1.58 h / 0 - 20 °C

8.2: 1.5 h

9.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 6 h / 20 °C

With 1.3-propanedithiol; dmap; 2,6-di-tert-butyl-4-methylpyridine; sodium dihydrogen phosphate monohydrate; 2-methyl-but-2-ene; zinc azide * 2 pyridine; 1,2-dibromo-1,1,2,2-tetrachloroethane; di-isopropyl azodicarboxylate; sodium perchlorate; tetrabutyl ammonium fluoride; sulfur trioxide pyridine complex; sodium hydride; Dess-Martin periodane; triethylamine; triphenylphosphine; diisopropyl-carbodiimide; In tetrahydrofuran; methanol; dichloromethane; water; dimethyl sulfoxide; toluene; tert-butyl alcohol; 7.1: |Parikh-Doering Oxidation;
DOI:10.1021/jo302055w

Reference yield:

: 1412889-78-1
2-((tert-butyldimethylsilyloxy)methyl)pent-4-ynoic acid

: 1412889-86-1
(3R)-3-((2S)-1-(2-(1-hydroxypent-4-yn-2-yl)oxazol-4-yl)propan-2-yl)-8-(4-methoxybenzyloxy)-7-methylisochroman-1-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: dmap; diisopropyl-carbodiimide / dichloromethane / 3.67 h / -45 - 20 °C

2.1: triphenylphosphine; zinc azide * 2 pyridine; di-isopropyl azodicarboxylate / toluene / 4.5 h / 0 - 20 °C

3.1: 1.3-propanedithiol; triethylamine / methanol / 24 h / 55 °C

4.1: triethylamine; sulfur trioxide pyridine complex / dichloromethane; dimethyl sulfoxide / 1.5 h / 0 °C

5.1: triphenylphosphine; 2,6-di-tert-butyl-4-methylpyridine; 1,2-dibromo-1,1,2,2-tetrachloroethane / dichloromethane / 1.58 h / 0 - 20 °C

5.2: 1.5 h

6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 6 h / 20 °C

With 1.3-propanedithiol; dmap; 2,6-di-tert-butyl-4-methylpyridine; zinc azide * 2 pyridine; 1,2-dibromo-1,1,2,2-tetrachloroethane; di-isopropyl azodicarboxylate; tetrabutyl ammonium fluoride; sulfur trioxide pyridine complex; triethylamine; triphenylphosphine; diisopropyl-carbodiimide; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; toluene; 4.1: |Parikh-Doering Oxidation;
DOI:10.1021/jo302055w