(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

Base Information

Chemical Name:(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
CAS No.:111734-93-1
Molecular Formula:C₃₉H₅₅O₁₁P
Molecular Weight:730.833
Hs Code.:

(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

Synonyms:(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

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Chemical Property of (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

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Technology Process of (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

There total 11 articles about (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 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:

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

: 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

Guidance literature:: Multi-step reaction with 4 steps

1: 82 percent / NaH / dimethylformamide

2: CsF / dimethylformamide / 130 °C

3: MnO₂ / diethyl ether

4: 4-DMAP / Ambient temperature

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

Reference yield:

: 103563-59-3
(3R,5S,6S)-6-[(E)-(R)-4-(1-Ethoxy-ethoxy)-1-methyl-but-2-enyl]-3,5-dimethyl-tetrahydro-pyran-2-one

: 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

Guidance literature:: Multi-step reaction with 5 steps

1: 77 percent / tetrahydrofuran / -78 deg C -> r.t.

2: 80 percent / KH / tetrahydrofuran / 12 h / 0 °C

4: Et₃N

5: 4-DMAP / Ambient temperature

With dmap; potassium hydride; triethylamine; In tetrahydrofuran;
DOI:10.1246/cl.1987.113

Reference yield:

: 111734-87-3
(2R,3R)-2-[(Z)-1-Trimethylsilanyl-3-(2-trimethylsilanyl-ethoxymethoxy)-propenyl]-pentane-1,3-diol

: 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

Guidance literature:: Multi-step reaction with 5 steps

1: 92 percent / NaH / hexamethylphosphoric acid triamide

2: 82 percent / NaH / dimethylformamide

3: CsF / dimethylformamide / 130 °C

4: MnO₂ / diethyl ether

5: 4-DMAP / Ambient temperature

With dmap; manganese(IV) oxide; sodium hydride; cesium fluoride; In N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; N,N-dimethyl-formamide;
DOI:10.1246/cl.1987.113