2-((tert-butyldimethylsilyloxy)methyl)-N-((4S)-1-hydroxy-4-((R)-8-(4-methoxybenzyloxy)-7-methyl-1-oxoisochroman-3-yl)pentan-2-yl)pent-4-ynamide

Base Information

Chemical Name:2-((tert-butyldimethylsilyloxy)methyl)-N-((4S)-1-hydroxy-4-((R)-8-(4-methoxybenzyloxy)-7-methyl-1-oxoisochroman-3-yl)pentan-2-yl)pent-4-ynamide
CAS No.:1412889-84-9
Molecular Formula:C₃₅H₄₉NO₇Si
Molecular Weight:623.862
Hs Code.:

Synonyms:2-((tert-butyldimethylsilyloxy)methyl)-N-((4S)-1-hydroxy-4-((R)-8-(4-methoxybenzyloxy)-7-methyl-1-oxoisochroman-3-yl)pentan-2-yl)pent-4-ynamide

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Chemical Property of 2-((tert-butyldimethylsilyloxy)methyl)-N-((4S)-1-hydroxy-4-((R)-8-(4-methoxybenzyloxy)-7-methyl-1-oxoisochroman-3-yl)pentan-2-yl)pent-4-ynamide

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Technology Process of 2-((tert-butyldimethylsilyloxy)methyl)-N-((4S)-1-hydroxy-4-((R)-8-(4-methoxybenzyloxy)-7-methyl-1-oxoisochroman-3-yl)pentan-2-yl)pent-4-ynamide

There total 7 articles about 2-((tert-butyldimethylsilyloxy)methyl)-N-((4S)-1-hydroxy-4-((R)-8-(4-methoxybenzyloxy)-7-methyl-1-oxoisochroman-3-yl)pentan-2-yl)pent-4-ynamide 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: 87.0%

: 1412889-83-8
(S)-((2RS'4S)-2-azido-4-((R)-8-(4-methoxybenzyloxy)-7-methyl-1-oxoisochroman-3-yl)pentyl) 2-((tert-butyldimethylsilyloxy)-methyl)pent-4-ynoate

: 1412889-84-9
2-((tert-butyldimethylsilyloxy)methyl)-N-((4S)-1-hydroxy-4-((R)-8-(4-methoxybenzyloxy)-7-methyl-1-oxoisochroman-3-yl)pentan-2-yl)pent-4-ynamide

Guidance literature:: With 1.3-propanedithiol; triethylamine; In methanol; at 55 ℃; for 24h;
DOI:10.1021/jo302055w

Reference yield:

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

: 1412889-84-9
2-((tert-butyldimethylsilyloxy)methyl)-N-((4S)-1-hydroxy-4-((R)-8-(4-methoxybenzyloxy)-7-methyl-1-oxoisochroman-3-yl)pentan-2-yl)pent-4-ynamide

Guidance literature:: Multi-step reaction with 6 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

With 1.3-propanedithiol; dmap; sodium dihydrogen phosphate monohydrate; 2-methyl-but-2-ene; zinc azide * 2 pyridine; di-isopropyl azodicarboxylate; sodium perchlorate; sodium hydride; Dess-Martin periodane; triethylamine; triphenylphosphine; diisopropyl-carbodiimide; In tetrahydrofuran; methanol; dichloromethane; water; toluene; tert-butyl alcohol;
DOI:10.1021/jo302055w

Reference yield:

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

: 1412889-84-9
2-((tert-butyldimethylsilyloxy)methyl)-N-((4S)-1-hydroxy-4-((R)-8-(4-methoxybenzyloxy)-7-methyl-1-oxoisochroman-3-yl)pentan-2-yl)pent-4-ynamide

Guidance literature:: Multi-step reaction with 3 steps

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

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

3: 1.3-propanedithiol; triethylamine / methanol / 24 h / 55 °C

With 1.3-propanedithiol; dmap; zinc azide * 2 pyridine; di-isopropyl azodicarboxylate; triethylamine; triphenylphosphine; diisopropyl-carbodiimide; In methanol; dichloromethane; toluene;
DOI:10.1021/jo302055w