(R)-((2R,S-4S)-2-azido-4-((R)-8-(4-methoxybenzyloxy)-7-methyl-1-oxoisochroman-3-yl)pentyl)2-methylpent-4-ynoate

Base Information

Chemical Name:(R)-((2R,S-4S)-2-azido-4-((R)-8-(4-methoxybenzyloxy)-7-methyl-1-oxoisochroman-3-yl)pentyl)2-methylpent-4-ynoate
CAS No.:1278519-70-2
Molecular Formula:C₂₉H₃₃N₃O₆
Molecular Weight:519.598
Hs Code.:

Synonyms:(R)-((2R,S-4S)-2-azido-4-((R)-8-(4-methoxybenzyloxy)-7-methyl-1-oxoisochroman-3-yl)pentyl)2-methylpent-4-ynoate

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Chemical Property of (R)-((2R,S-4S)-2-azido-4-((R)-8-(4-methoxybenzyloxy)-7-methyl-1-oxoisochroman-3-yl)pentyl)2-methylpent-4-ynoate

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Technology Process of (R)-((2R,S-4S)-2-azido-4-((R)-8-(4-methoxybenzyloxy)-7-methyl-1-oxoisochroman-3-yl)pentyl)2-methylpent-4-ynoate

There total 11 articles about (R)-((2R,S-4S)-2-azido-4-((R)-8-(4-methoxybenzyloxy)-7-methyl-1-oxoisochroman-3-yl)pentyl)2-methylpent-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: 66.0%

: 1278519-69-9
(R)-((2R,S-4S)-2-hydroxy-4-((R)-8-(4-methoxybenzyloxy)-7-methyl-1-oxoisochroman-3-yl)pentyl) 2-methylpent-4-ynoate

: 1278519-70-2
(R)-((2R,S-4S)-2-azido-4-((R)-8-(4-methoxybenzyloxy)-7-methyl-1-oxoisochroman-3-yl)pentyl)2-methylpent-4-ynoate

Guidance literature:: With zinc azide * 2 pyridine; di-isopropyl azodicarboxylate; triphenylphosphine; In toluene; at 0 - 20 ℃;
DOI:10.1021/ol200331u

Reference yield:

: 1278519-64-4
(R)-3-((S)-but-1-en-3-yl)-8-hydroxy-7-methylisochroman-1-one

: 1278519-70-2
(R)-((2R,S-4S)-2-azido-4-((R)-8-(4-methoxybenzyloxy)-7-methyl-1-oxoisochroman-3-yl)pentyl)2-methylpent-4-ynoate

Guidance literature:: Multi-step reaction with 8 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.17 h / 0 °C

1.2: 24 h / 55 °C

2.1: Wilkinson's catalyst / tetrahydrofuran / 0.17 h

2.2: 22 h / 20 °C

3.1: dihydrogen peroxide; sodium hydroxide / water / 0.5 h / 0 °C

4.1: Dess-Martin periodane / dichloromethane / 0 - 20 °C

5.1: potassium tert-butylate / diethyl ether / 0 - 20 °C

5.2: 0 - 20 °C

6.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / water; acetonitrile; benzene / 2 h / 0 °C

7.1: dmap; diisopropyl-carbodiimide / dichloromethane / 0.5 h / -40 - 20 °C

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

With dmap; Wilkinson's catalyst; osmium(VIII) oxide; zinc azide * 2 pyridine; di-isopropyl azodicarboxylate; potassium tert-butylate; dihydrogen peroxide; sodium hydride; Dess-Martin periodane; 4-methylmorpholine N-oxide; triphenylphosphine; sodium hydroxide; diisopropyl-carbodiimide; In tetrahydrofuran; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile; mineral oil; benzene; 5.2: Wittig reaction / 6.1: Upjohn reaction / 8.1: Mitsunobu reaction;
DOI:10.1021/ol200331u

Reference yield:

: 1278519-66-6
(R)-3-((S)-1-hydroxybutan-3-yl)-8-(4-methoxybenzyloxy)-7-methylisochroman-1-one

: 1278519-70-2
(R)-((2R,S-4S)-2-azido-4-((R)-8-(4-methoxybenzyloxy)-7-methyl-1-oxoisochroman-3-yl)pentyl)2-methylpent-4-ynoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: Dess-Martin periodane / dichloromethane / 0 - 20 °C

2.1: potassium tert-butylate / diethyl ether / 0 - 20 °C

2.2: 0 - 20 °C

3.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / water; acetonitrile; benzene / 2 h / 0 °C

4.1: dmap; diisopropyl-carbodiimide / dichloromethane / 0.5 h / -40 - 20 °C

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

With dmap; osmium(VIII) oxide; zinc azide * 2 pyridine; di-isopropyl azodicarboxylate; potassium tert-butylate; Dess-Martin periodane; 4-methylmorpholine N-oxide; triphenylphosphine; diisopropyl-carbodiimide; In diethyl ether; dichloromethane; water; toluene; acetonitrile; benzene; 2.2: Wittig reaction / 3.1: Upjohn reaction / 5.1: Mitsunobu reaction;
DOI:10.1021/ol200331u