{2-[(3aS,5R,6R,6aS)-5-Hydroxy-6-((E)-(R)-3-hydroxy-oct-1-enyl)-1,3a,4,5,6,6a-hexahydro-pentalen-2-yl]-ethoxy}-acetic acid

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Chemical Name:{2-[(3aS,5R,6R,6aS)-5-Hydroxy-6-((E)-(R)-3-hydroxy-oct-1-enyl)-1,3a,4,5,6,6a-hexahydro-pentalen-2-yl]-ethoxy}-acetic acid
CAS No.:112419-86-0
Molecular Formula:C₂₀H₃₂O₅
Molecular Weight:352.471
Hs Code.:

Synonyms:

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Chemical Property of {2-[(3aS,5R,6R,6aS)-5-Hydroxy-6-((E)-(R)-3-hydroxy-oct-1-enyl)-1,3a,4,5,6,6a-hexahydro-pentalen-2-yl]-ethoxy}-acetic acid

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Technology Process of {2-[(3aS,5R,6R,6aS)-5-Hydroxy-6-((E)-(R)-3-hydroxy-oct-1-enyl)-1,3a,4,5,6,6a-hexahydro-pentalen-2-yl]-ethoxy}-acetic acid

There total 42 articles about {2-[(3aS,5R,6R,6aS)-5-Hydroxy-6-((E)-(R)-3-hydroxy-oct-1-enyl)-1,3a,4,5,6,6a-hexahydro-pentalen-2-yl]-ethoxy}-acetic 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: 74.0%

: 99525-22-1,112419-85-9,116781-05-6
dl-3-oxa-9(O)-methano-Δ^6(9α)-prostaglandin I₁, 11,15-bis(tetrahydropyran-2-yl)ether

: 99534-81-3,106402-09-9,112419-86-0,112419-87-1
dl-3-oxa-9(O)-methano-Δ^6(9α)-prostaglandin I₁

Guidance literature:: With camphor-10-sulfonic acid; In water; acetone; at 40 ℃; for 2h;
DOI:10.1248/cpb.35.948

Reference yield:

: 99525-22-1,112419-85-9,116781-05-6
(2-{(3aR,5S,6S,6aR)-5-(Tetrahydro-pyran-2-yloxy)-6-[(E)-(S)-3-(tetrahydro-pyran-2-yloxy)-oct-1-enyl]-1,3a,4,5,6,6a-hexahydro-pentalen-2-yl}-ethoxy)-acetic acid

: 99534-81-3,106402-09-9,112419-86-0,112419-87-1
{2-[(3aS,5R,6R,6aS)-5-Hydroxy-6-((E)-(R)-3-hydroxy-oct-1-enyl)-1,3a,4,5,6,6a-hexahydro-pentalen-2-yl]-ethoxy}-acetic acid

Guidance literature:: With camphor-10-sulfonic acid; In water; acetone; at 40 ℃;
DOI:10.1248/cpb.35.948

Reference yield:

: 51716-62-2
(3aR,6aS)-7,7-(ethylidene acetal)bicyclo[3.3.0]octan-3-one

: 99534-81-3,106402-09-9,112419-86-0,112419-87-1
dl-3-oxa-9(O)-methano-Δ^6(9α)-prostaglandin I₁

Guidance literature:: Multi-step reaction with 16 steps

1: 23.60 g / sodium hydride / 1,2-dimethoxy-ethane / 29 h / Ambient temperature

2: 15.05 g / lithium diisopropylamide / tetrahydrofuran; hexamethylphosphoric acid triamide / 0.67 h / -78 °C

3: 12.42 g / lithium aluminum hydride / tetrahydrofuran / 0.42 h

4: 21.40 g / sodium hydride / dimethylformamide / 0.5 h / Ambient temperature

5: 2.100 g / conc.HCl / acetone / 1 h / Ambient temperature

6: 0.280 g / sodium hydride / dioxane / 0.5 h / 80 °C

7: 1.060 g / sodium borohydride / ethanol / 0.5 h

8: 79 percent / p-TsOH / CH₂Cl₂ / 0.5 h

9: 2.620 g / LiAlH₄ / tetrahydrofuran / 0.5 h

10: 2.061 g / SO₃ pyridine complex, Et₃N / dimethylsulfoxide / 0.75 h / Ambient temperature

11: 2.358 g / diethyl ether / 5 h / Ambient temperature

12: 65 percent / NaBH₄, CeCl₃*7H₂O / methanol / 0.5 h

13: 1.721 g / p-TsOH / CH₂Cl₂ / 1 h

14: 20 percent / sodium / liquid ammonia; tetrahydrofuran / -78 °C

15: 85 percent / n-BuLi, NaI / hexane; dimethylformamide; dimethylsulfoxide / 8 h / Ambient temperature

16: 74 percent / camphorsulphonic acid / acetone; H₂O / 2 h / 40 °C

With hydrogenchloride; sodium tetrahydroborate; lithium aluminium tetrahydride; n-butyllithium; cerium(III) chloride; camphor-10-sulfonic acid; sodium; sulfur trioxide pyridine complex; sodium hydride; toluene-4-sulfonic acid; triethylamine; sodium iodide; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; 1,2-dimethoxyethane; diethyl ether; ethanol; hexane; dichloromethane; ammonia; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone;
DOI:10.1248/cpb.35.948