3-[(1R,2R,3R,5S)-2-[(E)-4-Phenoxy-3-(tetrahydro-pyran-2-yloxy)-but-1-enyl]-3,5-bis-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-2-phenylselanyl-propionic acid methyl ester

Base Information

Chemical Name:3-[(1R,2R,3R,5S)-2-[(E)-4-Phenoxy-3-(tetrahydro-pyran-2-yloxy)-but-1-enyl]-3,5-bis-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-2-phenylselanyl-propionic acid methyl ester
CAS No.:67039-99-0
Molecular Formula:C₄₀H₅₄O₉Se
Molecular Weight:757.823
Hs Code.:

3-[(1R,2R,3R,5S)-2-[(E)-4-Phenoxy-3-(tetrahydro-pyran-2-yloxy)-but-1-enyl]-3,5-bis-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-2-phenylselanyl-propionic acid methyl ester

Synonyms:3-[(1R,2R,3R,5S)-2-[(E)-4-Phenoxy-3-(tetrahydro-pyran-2-yloxy)-but-1-enyl]-3,5-bis-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-2-phenylselanyl-propionic acid methyl ester

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Chemical Property of 3-[(1R,2R,3R,5S)-2-[(E)-4-Phenoxy-3-(tetrahydro-pyran-2-yloxy)-but-1-enyl]-3,5-bis-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-2-phenylselanyl-propionic acid methyl ester

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Technology Process of 3-[(1R,2R,3R,5S)-2-[(E)-4-Phenoxy-3-(tetrahydro-pyran-2-yloxy)-but-1-enyl]-3,5-bis-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-2-phenylselanyl-propionic acid methyl ester

There total 6 articles about 3-[(1R,2R,3R,5S)-2-[(E)-4-Phenoxy-3-(tetrahydro-pyran-2-yloxy)-but-1-enyl]-3,5-bis-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-2-phenylselanyl-propionic acid methyl 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:

: 65469-92-3
(4aR,5R,6R,7aS)-5-((E)-3-Hydroxy-4-phenoxy-but-1-enyl)-octahydro-cyclopenta[b]pyran-2,6-diol

: 67039-99-0
3-[(1R,2R,3R,5S)-2-[(E)-4-Phenoxy-3-(tetrahydro-pyran-2-yloxy)-but-1-enyl]-3,5-bis-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-2-phenylselanyl-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: aq. AgNO₃, aq. NaOH / methanol / 2 h / 25 °C

2: diethyl ether; ethyl acetate / 5 °C

3: p-toluenesulfonic acid / CH₂Cl₂ / 0.25 h / 10 °C

4: 1.) LDA / 1.) THF, hexane, -78 deg C, 30 min, 2.) THF, hexane, a) -78 deg C, 40 min, b) 5 deg C, 30 min

With sodium hydroxide; toluene-4-sulfonic acid; silver nitrate; lithium diisopropyl amide; In methanol; diethyl ether; dichloromethane; ethyl acetate;
DOI:10.1021/jm00179a011

Reference yield:

: 3-[(1R,2R,3R,5S)-3,5-Dihydroxy-2-((E)-3-hydroxy-4-phenoxy-but-1-enyl)-cyclopentyl]-propionic acid

: 67039-99-0
3-[(1R,2R,3R,5S)-2-[(E)-4-Phenoxy-3-(tetrahydro-pyran-2-yloxy)-but-1-enyl]-3,5-bis-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-2-phenylselanyl-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: diethyl ether; ethyl acetate / 5 °C

2: p-toluenesulfonic acid / CH₂Cl₂ / 0.25 h / 10 °C

3: 1.) LDA / 1.) THF, hexane, -78 deg C, 30 min, 2.) THF, hexane, a) -78 deg C, 40 min, b) 5 deg C, 30 min

With toluene-4-sulfonic acid; lithium diisopropyl amide; In diethyl ether; dichloromethane; ethyl acetate;
DOI:10.1021/jm00179a011

Reference yield:

: 67039-97-8
3-[(1R,2R,3R,5S)-3,5-Dihydroxy-2-((E)-3-hydroxy-4-phenoxy-but-1-enyl)-cyclopentyl]-propionic acid methyl ester

: 67039-99-0
3-[(1R,2R,3R,5S)-2-[(E)-4-Phenoxy-3-(tetrahydro-pyran-2-yloxy)-but-1-enyl]-3,5-bis-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-2-phenylselanyl-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: p-toluenesulfonic acid / CH₂Cl₂ / 0.25 h / 10 °C

2: 1.) LDA / 1.) THF, hexane, -78 deg C, 30 min, 2.) THF, hexane, a) -78 deg C, 40 min, b) 5 deg C, 30 min

With toluene-4-sulfonic acid; lithium diisopropyl amide; In dichloromethane;
DOI:10.1021/jm00179a011