(E,2R,3R,4R)-2-(N-methyl-N-((R)-1-phenylethyl)amino)-3-(benzyloxy)-4-methyloct-6-en-1-ol

Base Information

Chemical Name:(E,2R,3R,4R)-2-(N-methyl-N-((R)-1-phenylethyl)amino)-3-(benzyloxy)-4-methyloct-6-en-1-ol
CAS No.:1338481-43-8
Molecular Formula:C₂₅H₃₅NO₂
Molecular Weight:381.558
Hs Code.:

Synonyms:(E,2R,3R,4R)-2-(N-methyl-N-((R)-1-phenylethyl)amino)-3-(benzyloxy)-4-methyloct-6-en-1-ol

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Chemical Property of (E,2R,3R,4R)-2-(N-methyl-N-((R)-1-phenylethyl)amino)-3-(benzyloxy)-4-methyloct-6-en-1-ol

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Technology Process of (E,2R,3R,4R)-2-(N-methyl-N-((R)-1-phenylethyl)amino)-3-(benzyloxy)-4-methyloct-6-en-1-ol

There total 7 articles about (E,2R,3R,4R)-2-(N-methyl-N-((R)-1-phenylethyl)amino)-3-(benzyloxy)-4-methyloct-6-en-1-ol 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: 89.0%

: 3206-46-0
5-(ethylsulfonyl)-1-phenyl-1H-tetrazole

: 1338481-42-7
(2R,3R,4R)-2-(N-methyl-N-((R)-1-phenylethyl)amino)-3-(benzyloxy)-5-formyl-4-methylpentyl acetate

: 1338481-43-8
(E,2R,3R,4R)-2-(N-methyl-N-((R)-1-phenylethyl)amino)-3-(benzyloxy)-4-methyloct-6-en-1-ol

Guidance literature:: 5-(ethylsulfonyl)-1-phenyl-1H-tetrazole; (2R,3R,4R)-2-(N-methyl-N-((R)-1-phenylethyl)amino)-3-(benzyloxy)-5-formyl-4-methylpentyl acetate; With potassium hexamethylsilazane; In 1,2-dimethoxyethane; at -78 ℃; for 0.666667h; Inert atmosphere;

With water; In 1,2-dimethoxyethane; at -78 - 20 ℃; Inert atmosphere;
DOI:10.1016/j.tetlet.2011.08.048

Reference yield:

: C₃₁H₃₈BNO₅

: 1338481-43-8
(E,2R,3R,4R)-2-(N-methyl-N-((R)-1-phenylethyl)amino)-3-(benzyloxy)-4-methyloct-6-en-1-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: dihydrogen peroxide; sodium hydroxide / tetrahydrofuran; methanol; water / 1 h / 0 - 20 °C / Inert atmosphere

2.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.08 h / -78 °C / Inert atmosphere

2.2: -78 - 0 °C / Inert atmosphere

3.1: potassium hexamethylsilazane / 1,2-dimethoxyethane / 0.67 h / -78 °C / Inert atmosphere

3.2: -78 - 20 °C / Inert atmosphere

With oxalyl dichloride; dihydrogen peroxide; potassium hexamethylsilazane; dimethyl sulfoxide; sodium hydroxide; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; dichloromethane; water; 2.1: Swern oxidation / 2.2: Swern oxidation;
DOI:10.1016/j.tetlet.2011.08.048

Reference yield:

: 1338481-39-2
(2R,3R,4R)-2-(N-methyl-N-((R)-1-phenylethyl)amino)-3-(benzyloxy)-4-methylhex-5-en-1-yl acetate

: 1338481-43-8
(E,2R,3R,4R)-2-(N-methyl-N-((R)-1-phenylethyl)amino)-3-(benzyloxy)-4-methyloct-6-en-1-ol

Guidance literature:: Multi-step reaction with 4 steps

1.1: Wilkinson's catalyst / tetrahydrofuran / 1.02 h / 0 °C / Inert atmosphere

2.1: dihydrogen peroxide; sodium hydroxide / tetrahydrofuran; methanol; water / 1 h / 0 - 20 °C / Inert atmosphere

3.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.08 h / -78 °C / Inert atmosphere

3.2: -78 - 0 °C / Inert atmosphere

4.1: potassium hexamethylsilazane / 1,2-dimethoxyethane / 0.67 h / -78 °C / Inert atmosphere

4.2: -78 - 20 °C / Inert atmosphere

With Wilkinson's catalyst; oxalyl dichloride; dihydrogen peroxide; potassium hexamethylsilazane; dimethyl sulfoxide; sodium hydroxide; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; dichloromethane; water; 3.1: Swern oxidation / 3.2: Swern oxidation;
DOI:10.1016/j.tetlet.2011.08.048