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

Base Information

Chemical Name:(S)-((2RS'4S)-2-azido-4-((R)-8-(4-methoxybenzyloxy)-7-methyl-1-oxoisochroman-3-yl)pentyl) 2-((tert-butyldimethylsilyloxy)-methyl)pent-4-ynoate
CAS No.:1412889-83-8
Molecular Formula:C₃₅H₄₇N₃O₇Si
Molecular Weight:649.86
Hs Code.:

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

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Chemical Property of (S)-((2RS'4S)-2-azido-4-((R)-8-(4-methoxybenzyloxy)-7-methyl-1-oxoisochroman-3-yl)pentyl) 2-((tert-butyldimethylsilyloxy)-methyl)pent-4-ynoate

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Technology Process of (S)-((2RS'4S)-2-azido-4-((R)-8-(4-methoxybenzyloxy)-7-methyl-1-oxoisochroman-3-yl)pentyl) 2-((tert-butyldimethylsilyloxy)-methyl)pent-4-ynoate

There total 6 articles about (S)-((2RS'4S)-2-azido-4-((R)-8-(4-methoxybenzyloxy)-7-methyl-1-oxoisochroman-3-yl)pentyl) 2-((tert-butyldimethylsilyloxy)-methyl)pent-4-ynoate 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: 69.0%

: 1412889-82-7
(S)-(2RS,4S)-2-hydroxy-4-((R)-3-(4-methoxybenzyloxy)-4-methyl-1-oxoisochroman-9-yl)pentyl 2-((tert-butyldimethylsilyloxy)-methyl)pent-4-ynoate

: 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

Guidance literature:: With zinc azide * 2 pyridine; di-isopropyl azodicarboxylate; triphenylphosphine; In toluene; at 0 - 20 ℃; for 4.5h;
DOI:10.1021/jo302055w

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 2 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

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

Reference yield:

: 1412889-81-6
2-((tert-butyldimethylsilyloxy)methyl)pent-4-yn-1-ol

: 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

Guidance literature:: Multi-step reaction with 4 steps

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

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

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

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

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