12,13-epi-ecklonialactone B

Base Information

Chemical Name:12,13-epi-ecklonialactone B
CAS No.:1239708-99-6
Molecular Formula:C₁₈H₂₈O₃
Molecular Weight:292.419
Hs Code.:

Synonyms:

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Chemical Property of 12,13-epi-ecklonialactone B

Chemical Property:

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Technology Process of 12,13-epi-ecklonialactone B

There total 29 articles about 12,13-epi-ecklonialactone B 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: 83.0%

: 1485377-99-8
C₁₈H₂₈O₂

: 1239708-99-6,121923-96-4
12,13-epi-ecklonialactone B

Guidance literature:: With disodium hydrogenphosphate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 - 20 ℃; for 3h; diastereoselective reaction;
DOI:10.1021/ol4028418

Reference yield: 80.0%

: 1239708-98-5
C₁₈H₂₆O₃

: 1239708-99-6,121923-96-4
12,13-epi-ecklonialactone B

Guidance literature:: With hydrogen; In dichloromethane; at 20 ℃; for 2.5h; under 760.051 Torr;
DOI:10.1021/ja104796a

Reference yield:

: 1485377-76-1
C₁₈H₂₆O₂

: 1239708-99-6,121923-96-4
12,13-epi-ecklonialactone B

Guidance literature:: Multi-step reaction with 11 steps

1.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / 1,2-dichloro-ethane / 3 h / 20 - 40 °C / Inert atmosphere

2.1: 2,6-dimethylpyridine / dichloromethane / 1 h / 0 °C / Inert atmosphere

3.1: lithium; naphthalene / tetrahydrofuran / 4 h / 0 - 20 °C / Inert atmosphere

4.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dichloromethane; dimethyl sulfoxide / 3 h / 0 - 20 °C

5.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere

5.2: -78 - 20 °C / Inert atmosphere

6.1: tert.-butyl lithium / tetrahydrofuran; pentane / 0.25 h / -78 °C / Inert atmosphere

6.2: -78 - 20 °C / Inert atmosphere

6.3: 20 °C / Inert atmosphere

7.1: pyridine hydrogenfluoride / tetrahydrofuran / 60 h / 0 - 20 °C / Inert atmosphere

8.1: 4-methylmorpholine N-oxide; tetrapropylammonium perruthennate / dichloromethane / 0 - 20 °C / Molecular sieve

9.1: 2-methyl-but-2-ene; sodium dihydrogen phosphate monohydrate; sodium chlorite / tetrahydrofuran; water; tert-butyl alcohol / 2 h / 20 °C

10.1: triethylamine; 2,4,6-trichlorobenzoyl chloride / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere

10.2: 48 h / 80 °C

11.1: 3-chloro-benzenecarboperoxoic acid; disodium hydrogenphosphate / dichloromethane / 3 h / 0 - 20 °C

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; 2,6-dimethylpyridine; sodium chlorite; disodium hydrogenphosphate; tetrapropylammonium perruthennate; sodium dihydrogen phosphate monohydrate; 2-methyl-but-2-ene; naphthalene; 2,4,6-trichlorobenzoyl chloride; tert.-butyl lithium; sodium hexamethyldisilazane; lithium; pyridine hydrogenfluoride; 4-methylmorpholine N-oxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; dichloromethane; water; dimethyl sulfoxide; 1,2-dichloro-ethane; tert-butyl alcohol; pentane; 5.1: |Wittig Olefination / 6.1: |Suzuki-Miyaura Coupling / 6.2: |Suzuki-Miyaura Coupling / 6.3: |Suzuki-Miyaura Coupling / 10.1: |Yamaguchi Lactonization / 10.2: |Yamaguchi Lactonization;
DOI:10.1021/ol4028418