(3Z,5E,11E,13E)-(7R,8S,9S,15S,16R)-16-{(S)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxy]-1-methyl-ethyl}-8-(diethyl-isopropyl-silanyloxy)-3,15-dimethoxy-5,7,9,11-tetramethyl-oxacyclohexadeca-3,5,11,13-tetraen-2-one

Base Information

Chemical Name:(3Z,5E,11E,13E)-(7R,8S,9S,15S,16R)-16-{(S)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxy]-1-methyl-ethyl}-8-(diethyl-isopropyl-silanyloxy)-3,15-dimethoxy-5,7,9,11-tetramethyl-oxacyclohexadeca-3,5,11,13-tetraen-2-one
CAS No.:719295-27-9
Molecular Formula:C₅₂H₇₂O₈Si
Molecular Weight:853.224
Hs Code.:

(3Z,5E,11E,13E)-(7R,8S,9S,15S,16R)-16-{(S)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxy]-1-methyl-ethyl}-8-(diethyl-isopropyl-silanyloxy)-3,15-dimethoxy-5,7,9,11-tetramethyl-oxacyclohexadeca-3,5,11,13-tetraen-2-one

Synonyms:(3Z,5E,11E,13E)-(7R,8S,9S,15S,16R)-16-{(S)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxy]-1-methyl-ethyl}-8-(diethyl-isopropyl-silanyloxy)-3,15-dimethoxy-5,7,9,11-tetramethyl-oxacyclohexadeca-3,5,11,13-tetraen-2-one

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Chemical Property of (3Z,5E,11E,13E)-(7R,8S,9S,15S,16R)-16-{(S)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxy]-1-methyl-ethyl}-8-(diethyl-isopropyl-silanyloxy)-3,15-dimethoxy-5,7,9,11-tetramethyl-oxacyclohexadeca-3,5,11,13-tetraen-2-one

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Technology Process of (3Z,5E,11E,13E)-(7R,8S,9S,15S,16R)-16-{(S)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxy]-1-methyl-ethyl}-8-(diethyl-isopropyl-silanyloxy)-3,15-dimethoxy-5,7,9,11-tetramethyl-oxacyclohexadeca-3,5,11,13-tetraen-2-one

There total 2 articles about (3Z,5E,11E,13E)-(7R,8S,9S,15S,16R)-16-{(S)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxy]-1-methyl-ethyl}-8-(diethyl-isopropyl-silanyloxy)-3,15-dimethoxy-5,7,9,11-tetramethyl-oxacyclohexadeca-3,5,11,13-tetraen-2-one 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: 88.0%

: 126889-55-2
diethyl(isopropyl)silyl trifluoromethanesulfonate

: 719295-19-9
(3Z,5E,11E,13E)-(7R,8S,9S,15S,16R)-16-{(S)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxy]-1-methyl-ethyl}-8-hydroxy-3,15-dimethoxy-5,7,9,11-tetramethyl-oxacyclohexadeca-3,5,11,13-tetraen-2-one

: 719295-27-9
(3Z,5E,11E,13E)-(7R,8S,9S,15S,16R)-16-{(S)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxy]-1-methyl-ethyl}-8-(diethyl-isopropyl-silanyloxy)-3,15-dimethoxy-5,7,9,11-tetramethyl-oxacyclohexadeca-3,5,11,13-tetraen-2-one

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 3h;
DOI:10.1016/j.tetlet.2004.04.035

Reference yield:

: (2Z,4E,10E)-(6R,7S,8S)-7-Hydroxy-11-iodo-2-methoxy-4,6,8,10-tetramethyl-undeca-2,4,10-trienoic acid (E)-(1R,2S)-1-{(S)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxy]-1-methyl-ethyl}-2-methoxy-4-tributylstannanyl-but-3-enyl ester

: 719295-27-9
(3Z,5E,11E,13E)-(7R,8S,9S,15S,16R)-16-{(S)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxy]-1-methyl-ethyl}-8-(diethyl-isopropyl-silanyloxy)-3,15-dimethoxy-5,7,9,11-tetramethyl-oxacyclohexadeca-3,5,11,13-tetraen-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: 28 percent / AsPh₃; i-Pr₂NEt / Pd₂(dba)3 / dimethylformamide / 30 h / 40 °C

2: 88 percent / i-Pr₂NEt / dimethylformamide / 3 h / 20 °C

With triphenyl-arsane; N-ethyl-N,N-diisopropylamine; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In N,N-dimethyl-formamide; 1: Stille coupling;
DOI:10.1016/j.tetlet.2004.04.035