(4S,5R)-3-((R)-2-((5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenyloxy)butanoyl)-4-methyl-5-phenyloxazolidin-2-one

Base Information

Chemical Name:(4S,5R)-3-((R)-2-((5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenyloxy)butanoyl)-4-methyl-5-phenyloxazolidin-2-one
CAS No.:1253909-49-7
Molecular Formula:C₃₄H₄₇NO₄
Molecular Weight:533.751
Hs Code.:

Synonyms:(4S,5R)-3-((R)-2-((5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenyloxy)butanoyl)-4-methyl-5-phenyloxazolidin-2-one

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Chemical Property of (4S,5R)-3-((R)-2-((5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenyloxy)butanoyl)-4-methyl-5-phenyloxazolidin-2-one

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Technology Process of (4S,5R)-3-((R)-2-((5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenyloxy)butanoyl)-4-methyl-5-phenyloxazolidin-2-one

There total 3 articles about (4S,5R)-3-((R)-2-((5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenyloxy)butanoyl)-4-methyl-5-phenyloxazolidin-2-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: 40.0%

: 16251-45-9,17097-67-5,28044-22-6,28044-23-7,39663-75-7,54418-69-8,77943-39-6,125133-96-2,149055-02-7
(4S,5R)-4-methyl-5-phenyl-oxazolidin-2-one

: 1253909-57-7
2-(((5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaen-1-yl)oxy)butanoic acid

: 1253909-48-6
(4S,5R)-3-((S)-2-((5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenyloxy)butanoyl)-4-methyl-5-phenyloxazolidin-2-one

: 1253909-49-7
(4S,5R)-3-((R)-2-((5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenyloxy)butanoyl)-4-methyl-5-phenyloxazolidin-2-one

Guidance literature:: PRC-4016; With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 0 ℃; for 0.333333h; Inert atmosphere;

(4S,5R)-4-methyl-5-phenyl-oxazolidin-2-one; In dichloromethane; at 20 ℃; for 120h; Inert atmosphere;

Reference yield:

: 164221-12-9
(5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaen-1-ol

: 1253909-49-7
(4S,5R)-3-((R)-2-((5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenyloxy)butanoyl)-4-methyl-5-phenyloxazolidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydroxide / tetrabutyl-ammonium chloride / toluene; water / 12 h / 20 - 50 °C / Inert atmosphere

2.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C / Inert atmosphere

3.1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 0.33 h / 0 °C / Inert atmosphere

3.2: 120 h / 20 °C

With dmap; dicyclohexyl-carbodiimide; trifluoroacetic acid; sodium hydroxide; tetrabutyl-ammonium chloride; In dichloromethane; water; toluene;

Reference yield:

: 1253909-60-2
tert-butyl 2-((5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaen-1-yloxy)butanoate

: 1253909-49-7
(4S,5R)-3-((R)-2-((5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenyloxy)butanoyl)-4-methyl-5-phenyloxazolidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C / Inert atmosphere

2.1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 0.33 h / 0 °C / Inert atmosphere

2.2: 120 h / 20 °C

With dmap; dicyclohexyl-carbodiimide; trifluoroacetic acid; In dichloromethane;