[1R-[1α(Z),2β(1E,3R*),3α,5α]]-7-[3,5-dihydroxy-2-[3-hydroxy-4-[2-iodo-5-(trifluoromethyl)phenoxy]-1-butenyl]cyclopentyl]-5-heptenoic acid 1-methylethyl ester

Base Information

Chemical Name:[1R-[1α(Z),2β(1E,3R*),3α,5α]]-7-[3,5-dihydroxy-2-[3-hydroxy-4-[2-iodo-5-(trifluoromethyl)phenoxy]-1-butenyl]cyclopentyl]-5-heptenoic acid 1-methylethyl ester
CAS No.:336625-22-0
Molecular Formula:C₂₆H₃₄F₃IO₆
Molecular Weight:626.452
Hs Code.:

[1R-[1α(Z),2β(1E,3R*),3α,5α]]-7-[3,5-dihydroxy-2-[3-hydroxy-4-[2-iodo-5-(trifluoromethyl)phenoxy]-1-butenyl]cyclopentyl]-5-heptenoic acid 1-methylethyl ester

Synonyms:[1R-[1α(Z),2β(1E,3R*),3α,5α]]-7-[3,5-dihydroxy-2-[3-hydroxy-4-[2-iodo-5-(trifluoromethyl)phenoxy]-1-butenyl]cyclopentyl]-5-heptenoic acid 1-methylethyl ester

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Chemical Property of [1R-[1α(Z),2β(1E,3R*),3α,5α]]-7-[3,5-dihydroxy-2-[3-hydroxy-4-[2-iodo-5-(trifluoromethyl)phenoxy]-1-butenyl]cyclopentyl]-5-heptenoic acid 1-methylethyl ester

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Technology Process of [1R-[1α(Z),2β(1E,3R*),3α,5α]]-7-[3,5-dihydroxy-2-[3-hydroxy-4-[2-iodo-5-(trifluoromethyl)phenoxy]-1-butenyl]cyclopentyl]-5-heptenoic acid 1-methylethyl ester

There total 11 articles about [1R-[1α(Z),2β(1E,3R*),3α,5α]]-7-[3,5-dihydroxy-2-[3-hydroxy-4-[2-iodo-5-(trifluoromethyl)phenoxy]-1-butenyl]cyclopentyl]-5-heptenoic acid 1-methylethyl 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: 49.0%

: 337529-30-3
[1R-[1α(Z),2β(1E),3α,5α]]-7-[5-hydroxy-2-[[4-(2-iodo-5-trifluoromethyl)phenoxy]-3-[(tetrahydro-2H-pyran-2-yl)oxy]-1-butenyl]-3-[(tetrahydro-2H-pyran-2-yl)oxy]cyclopentyl]-5-heptenoic acid 1-methylethyl ester

: [1R-[1α(Z),2β(1E,3S*),3α,5α]]-7-[3,5-dihydroxy-2-[3-hydroxy-4-[2-iodo-5-(trifluoromethyl)phenoxy]-1-butenyl]cyclopentyl]-5-heptenoic acid 1-methylethyl ester

: 336625-22-0
[1R-[1α(Z),2β(1E,3R*),3α,5α]]-7-[3,5-dihydroxy-2-[3-hydroxy-4-[2-iodo-5-(trifluoromethyl)phenoxy]-1-butenyl]cyclopentyl]-5-heptenoic acid 1-methylethyl ester

Guidance literature:: With hydrogenchloride; In methanol; water; for 1.75h;
DOI:10.1002/jlcr.441

Reference yield:

: 98-17-9
3-Trifluoromethylphenol

: 336625-22-0
[1R-[1α(Z),2β(1E,3R*),3α,5α]]-7-[3,5-dihydroxy-2-[3-hydroxy-4-[2-iodo-5-(trifluoromethyl)phenoxy]-1-butenyl]cyclopentyl]-5-heptenoic acid 1-methylethyl ester

Guidance literature:: Multi-step reaction with 11 steps

1.1: sodium hydride / toluene; various solvent(s) / 0.08 h

1.2: 86 percent / iodine / toluene; various solvent(s) / 16 h / 20 °C

2.1: 48 percent / potassium carbonate / acetone / 16 h / Heating

3.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C

3.2: 22 percent / tetrahydrofuran; hexane / 2 h

4.1: 60 percent / LiCl; triethylamine / tetrahydrofuran / 3.33 h / 5 - 20 °C

5.1: 97 percent / (-)-chlorodiisopinocampheylborane / tetrahydrofuran / 20.5 h / -20 - 20 °C

6.1: 77 percent / potassium carbonate / methanol / 2 h / 20 °C

7.1: 98 percent / p-toluenesulfonic acid / CH₂Cl₂; tetrahydrofuran

8.1: 85 percent / DIBAL-H / tetrahydrofuran; toluene / 1 h / -78 °C

9.1: potassium tert-butoxide / tetrahydrofuran / 0.17 h

9.2: tetrahydrofuran / 0.75 h / 0 - 20 °C

10.1: 2.36 g / 1,8-diazabicyclo[5.4.0]undec-7-ene / acetone / 18 h

11.1: 49 percent / HCl / methanol; H₂O / 1.75 h

With hydrogenchloride; n-butyllithium; potassium tert-butylate; sodium hydride; diisobutylaluminium hydride; potassium carbonate; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; (-)-diisopinocamphenylborane chloride; lithium chloride; In tetrahydrofuran; methanol; hexane; dichloromethane; water; acetone; toluene;
DOI:10.1002/jlcr.441

Reference yield:

: 102771-00-6
2-iodo-5-(trifluoromethyl)phenol

: 336625-22-0
[1R-[1α(Z),2β(1E,3R*),3α,5α]]-7-[3,5-dihydroxy-2-[3-hydroxy-4-[2-iodo-5-(trifluoromethyl)phenoxy]-1-butenyl]cyclopentyl]-5-heptenoic acid 1-methylethyl ester

Guidance literature:: Multi-step reaction with 10 steps

1.1: 48 percent / potassium carbonate / acetone / 16 h / Heating

2.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C

2.2: 22 percent / tetrahydrofuran; hexane / 2 h

3.1: 60 percent / LiCl; triethylamine / tetrahydrofuran / 3.33 h / 5 - 20 °C

4.1: 97 percent / (-)-chlorodiisopinocampheylborane / tetrahydrofuran / 20.5 h / -20 - 20 °C

5.1: 77 percent / potassium carbonate / methanol / 2 h / 20 °C

6.1: 98 percent / p-toluenesulfonic acid / CH₂Cl₂; tetrahydrofuran

7.1: 85 percent / DIBAL-H / tetrahydrofuran; toluene / 1 h / -78 °C

8.1: potassium tert-butoxide / tetrahydrofuran / 0.17 h

8.2: tetrahydrofuran / 0.75 h / 0 - 20 °C

9.1: 2.36 g / 1,8-diazabicyclo[5.4.0]undec-7-ene / acetone / 18 h

10.1: 49 percent / HCl / methanol; H₂O / 1.75 h

With hydrogenchloride; n-butyllithium; potassium tert-butylate; diisobutylaluminium hydride; potassium carbonate; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; (-)-diisopinocamphenylborane chloride; lithium chloride; In tetrahydrofuran; methanol; hexane; dichloromethane; water; acetone; toluene;
DOI:10.1002/jlcr.441