(Z)-7-[(1R,2R,3R,5S)-2-((E)-4,4-difluoro-3-hydroxy-1-octenyl)-3-(phenylmethoxy)-5-hydroxycyclopentyl]-5-heptenoic acid

Base Information

Chemical Name:(Z)-7-[(1R,2R,3R,5S)-2-((E)-4,4-difluoro-3-hydroxy-1-octenyl)-3-(phenylmethoxy)-5-hydroxycyclopentyl]-5-heptenoic acid
CAS No.:1236109-28-6
Molecular Formula:C₂₇H₃₈F₂O₅
Molecular Weight:480.593
Hs Code.:

Synonyms:(Z)-7-[(1R,2R,3R,5S)-2-((E)-4,4-difluoro-3-hydroxy-1-octenyl)-3-(phenylmethoxy)-5-hydroxycyclopentyl]-5-heptenoic acid

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (Z)-7-[(1R,2R,3R,5S)-2-((E)-4,4-difluoro-3-hydroxy-1-octenyl)-3-(phenylmethoxy)-5-hydroxycyclopentyl]-5-heptenoic acid

Chemical Property:

Purity/Quality:: 98% HPLC ^*data from raw suppliers

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Technology Process of (Z)-7-[(1R,2R,3R,5S)-2-((E)-4,4-difluoro-3-hydroxy-1-octenyl)-3-(phenylmethoxy)-5-hydroxycyclopentyl]-5-heptenoic acid

There total 7 articles about (Z)-7-[(1R,2R,3R,5S)-2-((E)-4,4-difluoro-3-hydroxy-1-octenyl)-3-(phenylmethoxy)-5-hydroxycyclopentyl]-5-heptenoic acid 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: 90.0%

: 1236109-27-5
(3aR,4R,5R,6aS)-4-((E)-4,4-difluoro-3-hydroxy-1-octenyl)-5-(phenylmethoxy)-hexahydro-2H-cyclopenta[b]furan-2-ol

: 17814-85-6
(4-carboxybutyl)triphenylphosphonium bromide

: 1236109-28-6
(Z)-7-[(1R,2R,3R,5S)-2-((E)-4,4-difluoro-3-hydroxy-1-octenyl)-3-(phenylmethoxy)-5-hydroxycyclopentyl]-5-heptenoic acid

Guidance literature:: (4-carboxybutyl)triphenylphosphonium bromide; With potassium tert-butylate; In tetrahydrofuran; at 0 - 20 ℃; for 1h;

(3aR,4R,5R,6aS)-4-((E)-4,4-difluoro-3-hydroxy-1-octenyl)-5-(phenylmethoxy)-hexahydro-2H-cyclopenta[b]furan-2-ol; In tetrahydrofuran; for 3h;

Reference yield:

: 32233-40-2
(3aR,4S,5R,6aS)-5-hydroxy-4-(hydroxymethyl)hexahydro-2H-cyclopenta[b]furan-2-one

: 1236109-28-6
(Z)-7-[(1R,2R,3R,5S)-2-((E)-4,4-difluoro-3-hydroxy-1-octenyl)-3-(phenylmethoxy)-5-hydroxycyclopentyl]-5-heptenoic acid

Guidance literature:: Multi-step reaction with 7 steps

1.1: 1H-imidazole / dichloromethane / 15 h

1.2: 0 °C / pH 3 - 4

2.1: sodium hydride / tetrahydrofuran; mineral oil / 1.5 h / 0 - 20 °C

2.2: 15 h / 0 - 20 °C

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0 °C

4.1: oxalyl dichloride / dichloromethane; dimethyl sulfoxide / 0.75 h / -78 °C

4.2: 0.5 h / -78 °C

5.1: zinc(II) hydroxide / water; tert-butyl methyl ether / 1 h / Inert atmosphere

5.2: 24 h

6.1: diisobutylaluminium hydride / dichloromethane; toluene / -78 °C

6.2: 1 h / 20 °C

7.1: potassium tert-butylate / tetrahydrofuran / 0.83 h / 0 - 20 °C

7.2: 3 h

With 1H-imidazole; oxalyl dichloride; potassium tert-butylate; tetrabutyl ammonium fluoride; sodium hydride; diisobutylaluminium hydride; zinc(II) hydroxide; In tetrahydrofuran; dichloromethane; tert-butyl methyl ether; water; dimethyl sulfoxide; toluene; mineral oil;

Reference yield:

: 163074-98-4
[(3aR,4R,5R,6aS)-hexahydro-2-oxo-5-(phenylmethoxy)-2H-cyclopenta[b]furan-4-carboxaldehyde]

: 1236109-28-6
(Z)-7-[(1R,2R,3R,5S)-2-((E)-4,4-difluoro-3-hydroxy-1-octenyl)-3-(phenylmethoxy)-5-hydroxycyclopentyl]-5-heptenoic acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: zinc(II) hydroxide / water; tert-butyl methyl ether / 1 h / Inert atmosphere

1.2: 24 h

2.1: diisobutylaluminium hydride / dichloromethane; toluene / -78 °C

2.2: 1 h / 20 °C

3.1: potassium tert-butylate / tetrahydrofuran / 0.83 h / 0 - 20 °C

3.2: 3 h

With potassium tert-butylate; diisobutylaluminium hydride; zinc(II) hydroxide; In tetrahydrofuran; dichloromethane; tert-butyl methyl ether; water; toluene;