(2S,4Z,6S,7R,8S)-7-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-9-[(4-methoxyphenyl)methoxy]-2,4,6,8-tetramethyl-4-nonenoic acid methyl ester

Base Information

Chemical Name:(2S,4Z,6S,7R,8S)-7-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-9-[(4-methoxyphenyl)methoxy]-2,4,6,8-tetramethyl-4-nonenoic acid methyl ester
CAS No.:522665-56-1
Molecular Formula:C₂₈H₄₈O₅Si
Molecular Weight:492.772
Hs Code.:

Synonyms:(2S,4Z,6S,7R,8S)-7-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-9-[(4-methoxyphenyl)methoxy]-2,4,6,8-tetramethyl-4-nonenoic acid methyl ester

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Chemical Property of (2S,4Z,6S,7R,8S)-7-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-9-[(4-methoxyphenyl)methoxy]-2,4,6,8-tetramethyl-4-nonenoic acid methyl ester

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Technology Process of (2S,4Z,6S,7R,8S)-7-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-9-[(4-methoxyphenyl)methoxy]-2,4,6,8-tetramethyl-4-nonenoic acid methyl ester

There total 6 articles about (2S,4Z,6S,7R,8S)-7-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-9-[(4-methoxyphenyl)methoxy]-2,4,6,8-tetramethyl-4-nonenoic acid methyl 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: 87.0%

: 212703-48-5
(1,1-dimethylethyl)[[(1R,2S,3Z)-4-iodo-1-[(1S)-2-[(4-methoxyphenyl)methoxy]-1-methylethyl]-2-methyl-3-pentenyl]oxy]dimethylsilane

: (R)-(3-methoxy-2-methyl-3-oxopropyl)zinc(II) bromide

: 522665-56-1
(2S,4Z,6S,7R,8S)-7-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-9-[(4-methoxyphenyl)methoxy]-2,4,6,8-tetramethyl-4-nonenoic acid methyl ester

Guidance literature:: tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 20 ℃; for 18h;
DOI:10.1021/ol034186t

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 522665-56-1
(2S,4Z,6S,7R,8S)-7-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-9-[(4-methoxyphenyl)methoxy]-2,4,6,8-tetramethyl-4-nonenoic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 95 percent / 2,6-lutidine / tetrahydrofuran / 1.5 h / 0 °C

2.1: 4-methylmorpholine N-oxide; OsO₄ / acetone; H₂O; 2-methyl-propan-2-ol / 18 h / 20 °C

2.2: 71 percent / NaIO₄ / tetrahydrofuran; H₂O / 2 h / 20 °C

3.1: 87 percent / Pd(PPh₃)4 / tetrahydrofuran / 18 h / 20 °C

With 2,6-dimethylpyridine; osmium(VIII) oxide; 4-methylmorpholine N-oxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; water; acetone; tert-butyl alcohol; 4.1: Negishi cross-coupling;
DOI:10.1021/ol034186t

Reference yield:

: 132969-60-9
(2S)-3-[(4-methoxybenzyl)oxy]-2-methylpropanal

: 522665-56-1
(2S,4Z,6S,7R,8S)-7-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-9-[(4-methoxyphenyl)methoxy]-2,4,6,8-tetramethyl-4-nonenoic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: 58 percent / molecular sieves 4 Angstroem / toluene / 18 h / -78 °C

2.1: 95 percent / 2,6-lutidine / tetrahydrofuran / 1.5 h / 0 °C

3.1: 4-methylmorpholine N-oxide; OsO₄ / acetone; H₂O; 2-methyl-propan-2-ol / 18 h / 20 °C

3.2: 71 percent / NaIO₄ / tetrahydrofuran; H₂O / 2 h / 20 °C

4.1: 87 percent / Pd(PPh₃)4 / tetrahydrofuran / 18 h / 20 °C

With 2,6-dimethylpyridine; osmium(VIII) oxide; 4 A molecular sieve; 4-methylmorpholine N-oxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; water; acetone; toluene; tert-butyl alcohol; 5.1: Negishi cross-coupling;
DOI:10.1021/ol034186t