(R)-4-(3-methoxy-2-((methylsulfonyl)oxy)phenyl)-5-(pivaloyloxy)pentanoic acid ethyl ester

Base Information

Chemical Name:(R)-4-(3-methoxy-2-((methylsulfonyl)oxy)phenyl)-5-(pivaloyloxy)pentanoic acid ethyl ester
CAS No.:1603967-29-8
Molecular Formula:C₂₀H₃₀O₈S
Molecular Weight:430.519
Hs Code.:

Synonyms:(R)-4-(3-methoxy-2-((methylsulfonyl)oxy)phenyl)-5-(pivaloyloxy)pentanoic acid ethyl ester

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Chemical Property of (R)-4-(3-methoxy-2-((methylsulfonyl)oxy)phenyl)-5-(pivaloyloxy)pentanoic acid ethyl ester

Chemical Property:

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Technology Process of (R)-4-(3-methoxy-2-((methylsulfonyl)oxy)phenyl)-5-(pivaloyloxy)pentanoic acid ethyl ester

There total 5 articles about (R)-4-(3-methoxy-2-((methylsulfonyl)oxy)phenyl)-5-(pivaloyloxy)pentanoic acid ethyl 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: 79.5%

: 1603967-73-2
(R)-5-hydroxy-4-(3-methoxy-2-((methylsulfonyl)oxy)phenyl)pentanoic acid ethyl ester

: 3282-30-2
pivaloyl chloride

: 1603967-29-8
(R)-4-(3-methoxy-2-((methylsulfonyl)oxy)phenyl)-5-(pivaloyloxy)pentanoic acid ethyl ester

Guidance literature:: With pyridine; dmap; In dichloromethane; at 20 ℃; for 1.33333h;
DOI:10.1021/ja503023h

Reference yield:

: 1603967-22-1
(R)-2-(2-methoxyphenoxy)propionic acid methyl ester

: 1603967-29-8
(R)-4-(3-methoxy-2-((methylsulfonyl)oxy)phenyl)-5-(pivaloyloxy)pentanoic acid ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: diethylazodicarboxylate; diisobutylaluminium hydride / diethyl ether; hexane / 0.47 h / -78 - -40 °C

1.2: 0.45 h / -40 - 0 °C

2.1: 4-nitro-phenol / Reflux

3.1: triethylamine / dichloromethane / 0.17 h / 0 °C

4.1: ozone / dichloromethane; methanol / 0.4 h / -78 °C / Inert atmosphere

4.2: 0.28 h / -78 - 0 °C / Inert atmosphere

5.1: pyridine; dmap / dichloromethane / 1.33 h / 20 °C

With pyridine; dmap; 4-nitro-phenol; diisobutylaluminium hydride; ozone; triethylamine; diethylazodicarboxylate; In methanol; diethyl ether; hexane; dichloromethane; 2.1: |Johnson-Claisen Rearrangement;
DOI:10.1021/ja503023h

Reference yield:

: 1603967-26-5
(S,E)-4-(2-hydroxy-3-methoxyphenyl)hept-5-enoic acid ethyl ester

: 1603967-29-8
(R)-4-(3-methoxy-2-((methylsulfonyl)oxy)phenyl)-5-(pivaloyloxy)pentanoic acid ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: triethylamine / dichloromethane / 0.17 h / 0 °C

2.1: ozone / dichloromethane; methanol / 0.4 h / -78 °C / Inert atmosphere

2.2: 0.28 h / -78 - 0 °C / Inert atmosphere

3.1: pyridine; dmap / dichloromethane / 1.33 h / 20 °C

With pyridine; dmap; ozone; triethylamine; In methanol; dichloromethane;
DOI:10.1021/ja503023h