(3E,11E,13E)-(5S,6S,7S,9R,15R,16R)-16-Ethyl-6-(4-methoxy-benzyloxy)-15-(4-methoxy-benzyloxymethyl)-5,7,9-trimethyl-oxacyclohexadeca-3,11,13-triene-2,10-dione

Base Information

Chemical Name:(3E,11E,13E)-(5S,6S,7S,9R,15R,16R)-16-Ethyl-6-(4-methoxy-benzyloxy)-15-(4-methoxy-benzyloxymethyl)-5,7,9-trimethyl-oxacyclohexadeca-3,11,13-triene-2,10-dione
CAS No.:111734-94-2
Molecular Formula:C₃₇H₄₈O₇
Molecular Weight:604.784
Hs Code.:

(3E,11E,13E)-(5S,6S,7S,9R,15R,16R)-16-Ethyl-6-(4-methoxy-benzyloxy)-15-(4-methoxy-benzyloxymethyl)-5,7,9-trimethyl-oxacyclohexadeca-3,11,13-triene-2,10-dione

Synonyms:(3E,11E,13E)-(5S,6S,7S,9R,15R,16R)-16-Ethyl-6-(4-methoxy-benzyloxy)-15-(4-methoxy-benzyloxymethyl)-5,7,9-trimethyl-oxacyclohexadeca-3,11,13-triene-2,10-dione

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Chemical Property of (3E,11E,13E)-(5S,6S,7S,9R,15R,16R)-16-Ethyl-6-(4-methoxy-benzyloxy)-15-(4-methoxy-benzyloxymethyl)-5,7,9-trimethyl-oxacyclohexadeca-3,11,13-triene-2,10-dione

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Technology Process of (3E,11E,13E)-(5S,6S,7S,9R,15R,16R)-16-Ethyl-6-(4-methoxy-benzyloxy)-15-(4-methoxy-benzyloxymethyl)-5,7,9-trimethyl-oxacyclohexadeca-3,11,13-triene-2,10-dione

There total 13 articles about (3E,11E,13E)-(5S,6S,7S,9R,15R,16R)-16-Ethyl-6-(4-methoxy-benzyloxy)-15-(4-methoxy-benzyloxymethyl)-5,7,9-trimethyl-oxacyclohexadeca-3,11,13-triene-2,10-dione 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: 35.0%

: 111734-93-1
(E)-(4S,5S,6S,8R)-10-(Dimethoxy-phosphoryl)-5-(4-methoxy-benzyloxy)-4,6,8-trimethyl-9-oxo-dec-2-enoic acid (E)-(1R,2R)-1-ethyl-2-(4-methoxy-benzyloxymethyl)-5-oxo-pent-3-enyl ester

: 111734-94-2
(3E,11E,13E)-(5S,6S,7S,9R,15R,16R)-16-Ethyl-6-(4-methoxy-benzyloxy)-15-(4-methoxy-benzyloxymethyl)-5,7,9-trimethyl-oxacyclohexadeca-3,11,13-triene-2,10-dione

Guidance literature:: With 18-crown-6 ether; potassium carbonate; In toluene; at 70 ℃;
DOI:10.1246/cl.1987.113

Reference yield:

: 111734-95-3
(4R,5R)-(E)-5-hydroxy-4-hydroxymethyl-1-(2-trimethylsilylethoxymethoxy)hept-2-ene

: 111734-94-2
(3E,11E,13E)-(5S,6S,7S,9R,15R,16R)-16-Ethyl-6-(4-methoxy-benzyloxy)-15-(4-methoxy-benzyloxymethyl)-5,7,9-trimethyl-oxacyclohexadeca-3,11,13-triene-2,10-dione

Guidance literature:: Multi-step reaction with 5 steps

1: 82 percent / NaH / dimethylformamide

2: CsF / dimethylformamide / 130 °C

3: MnO₂ / diethyl ether

4: 4-DMAP / Ambient temperature

5: 35 percent / K₂CO₃, 18-C-6 / toluene / 70 °C

With dmap; manganese(IV) oxide; 18-crown-6 ether; sodium hydride; potassium carbonate; cesium fluoride; In diethyl ether; N,N-dimethyl-formamide; toluene;
DOI:10.1246/cl.1987.113

Reference yield:

: 111734-89-5
(E)-(4R,5R)-5-Hydroxy-4-(4-methoxy-benzyloxymethyl)-hept-2-enal

: 111734-94-2
(3E,11E,13E)-(5S,6S,7S,9R,15R,16R)-16-Ethyl-6-(4-methoxy-benzyloxy)-15-(4-methoxy-benzyloxymethyl)-5,7,9-trimethyl-oxacyclohexadeca-3,11,13-triene-2,10-dione

Guidance literature:: Multi-step reaction with 2 steps

1: 4-DMAP / Ambient temperature

2: 35 percent / K₂CO₃, 18-C-6 / toluene / 70 °C

With dmap; 18-crown-6 ether; potassium carbonate; In toluene;
DOI:10.1246/cl.1987.113