ethyl 2-((Z)-11-(benzyloxy)-5,6,7,8-tetrahydro-2-methyl-8-oxo-2H-benzo[b]oxecin-9-yl)acetate

Base Information

Chemical Name:ethyl 2-((Z)-11-(benzyloxy)-5,6,7,8-tetrahydro-2-methyl-8-oxo-2H-benzo[b]oxecin-9-yl)acetate
CAS No.:1309953-45-4
Molecular Formula:C₂₅H₂₈O₅
Molecular Weight:408.494
Hs Code.:

Synonyms:ethyl 2-((Z)-11-(benzyloxy)-5,6,7,8-tetrahydro-2-methyl-8-oxo-2H-benzo[b]oxecin-9-yl)acetate

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Chemical Property of ethyl 2-((Z)-11-(benzyloxy)-5,6,7,8-tetrahydro-2-methyl-8-oxo-2H-benzo[b]oxecin-9-yl)acetate

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Technology Process of ethyl 2-((Z)-11-(benzyloxy)-5,6,7,8-tetrahydro-2-methyl-8-oxo-2H-benzo[b]oxecin-9-yl)acetate

There total 13 articles about ethyl 2-((Z)-11-(benzyloxy)-5,6,7,8-tetrahydro-2-methyl-8-oxo-2H-benzo[b]oxecin-9-yl)acetate 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: 47.0%

: 1309953-39-6
ethyl 2-(5-(benzyloxy)-3-(but-3-en-2-yloxy)-2-(hex-5-enoyl)phenyl)acetate

: 1309953-45-4
ethyl 2-((Z)-11-(benzyloxy)-5,6,7,8-tetrahydro-2-methyl-8-oxo-2H-benzo[b]oxecin-9-yl)acetate

: C₅₂H₆₀O₁₀

: 1309953-53-4
C₅₂H₆₀O₁₀

Guidance literature:: With Grubbs catalyst first generation; In dichloromethane; at 20 ℃; for 3h; optical yield given as %de; Inert atmosphere;
DOI:10.1021/ol2011117

Reference yield: 25.0%

: 1309953-39-6
ethyl 2-(5-(benzyloxy)-3-(but-3-en-2-yloxy)-2-(hex-5-enoyl)phenyl)acetate

: 1309953-45-4
ethyl 2-((Z)-11-(benzyloxy)-5,6,7,8-tetrahydro-2-methyl-8-oxo-2H-benzo[b]oxecin-9-yl)acetate

: C₅₀H₅₆O₁₀

: C₅₀H₅₆O₁₀

Guidance literature:: With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; at 20 ℃; for 2h; optical yield given as %de; Inert atmosphere;
DOI:10.1021/ol2011117

Reference yield:

: 958747-55-2
methyl 2-(methoxycarbonyl)methyl-4-benzyloxy-6-hydroxybenzoate

: 1309953-45-4
ethyl 2-((Z)-11-(benzyloxy)-5,6,7,8-tetrahydro-2-methyl-8-oxo-2H-benzo[b]oxecin-9-yl)acetate

Guidance literature:: Multi-step reaction with 9 steps

1.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 5.5 h / 0 - 20 °C / Inert atmosphere

2.1: diisobutylaluminium hydride / hexane; dichloromethane / 1 h / -78 °C / Inert atmosphere

2.2: 1 h / -78 - 20 °C / Inert atmosphere

3.1: camphor-10-sulfonic acid / methanol / Inert atmosphere

4.1: diisobutylaluminium hydride / hexane; dichloromethane / 1 h / -78 - 0 °C / Inert atmosphere

4.2: 0.5 h / -78 - 20 °C / Inert atmosphere

5.1: tetra-n-propylammonium perruthenate.; 4-methylmorpholine N-oxide / dichloromethane / 1.5 h / 20 °C / Inert atmosphere; Molecular sieve

6.1: magnesium / tetrahydrofuran / 0 °C / Inert atmosphere

6.2: 0.17 h / 0 °C / Inert atmosphere

7.1: Jones reagent / acetone / 2 h / 0 - 20 °C / Inert atmosphere

8.1: caesium carbonate / N,N-dimethyl-formamide / 1 h / 20 °C / Inert atmosphere

9.1: Grubbs catalyst first generation / dichloromethane / 3 h / 20 °C / Inert atmosphere

With Grubbs catalyst first generation; Jones reagent; tetra-n-propylammonium perruthenate.; di-isopropyl azodicarboxylate; camphor-10-sulfonic acid; diisobutylaluminium hydride; caesium carbonate; magnesium; 4-methylmorpholine N-oxide; triphenylphosphine; In tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1021/ol2011117