(2E,4S,5R,6S,8S)-5,6-dimethoxy-9-<(4-methoxybenzyl)oxy>-2,4,8-trimethyl-2-nonenal

Base Information

Chemical Name:(2E,4S,5R,6S,8S)-5,6-dimethoxy-9-<(4-methoxybenzyl)oxy>-2,4,8-trimethyl-2-nonenal
CAS No.:137788-15-9
Molecular Formula:C₂₂H₃₄O₅
Molecular Weight:378.509
Hs Code.:

Synonyms:(2E,4S,5R,6S,8S)-5,6-dimethoxy-9-<(4-methoxybenzyl)oxy>-2,4,8-trimethyl-2-nonenal

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Chemical Property of (2E,4S,5R,6S,8S)-5,6-dimethoxy-9-<(4-methoxybenzyl)oxy>-2,4,8-trimethyl-2-nonenal

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Technology Process of (2E,4S,5R,6S,8S)-5,6-dimethoxy-9-<(4-methoxybenzyl)oxy>-2,4,8-trimethyl-2-nonenal

There total 4 articles about (2E,4S,5R,6S,8S)-5,6-dimethoxy-9-<(4-methoxybenzyl)oxy>-2,4,8-trimethyl-2-nonenal 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: 85.0%

: 102438-15-3
α-triethylsilyl t-butylimine of propionaldehyde

: 145798-85-2
(2R,3R,4S,6S)-3,4-Dimethoxy-7-(4-methoxy-benzyloxy)-2,6-dimethyl-heptanal

: 137788-15-9
(2E,4S,5R,6S,8S)-5,6-dimethoxy-9-<(4-methoxybenzyl)oxy>-2,4,8-trimethyl-2-nonenal

Guidance literature:: With sec.-butyllithium; In tetrahydrofuran; at -78 - 20 ℃; for 4.5h;
DOI:10.1016/S0040-4039(00)79452-4

Reference yield:

: 137788-14-8,145842-39-3
(2S,3R,4S,6S)-3,4-dimethoxy-7-<(4-methoxybenzyl)oxy>-2,6-dimethyl-1-heptanol

: 137788-15-9
(2E,4S,5R,6S,8S)-5,6-dimethoxy-9-<(4-methoxybenzyl)oxy>-2,4,8-trimethyl-2-nonenal

Guidance literature:: Multi-step reaction with 2 steps

1: Dess-Martin periodinane / CH₂Cl₂ / 2 h / Ambient temperature

2: 1.) s-butyllithium / 1.) THF, cyclohexane, RT, 0.5 h, 2.) THF, cyclohexane, from -78 deg C to -20 deg C, 4.5 h

With sec.-butyllithium; Dess-Martin periodane; In dichloromethane;
DOI:10.1246/bcsj.65.2974

Reference yield:

: (2S,3R,4S,6S)-1-<(t-butyldiphenylsilyl)oxy>-7-<(4-methoxybenzyl)oxy>-3,4-dimethoxy-2,6-dimethylheptane

: 137788-15-9
(2E,4S,5R,6S,8S)-5,6-dimethoxy-9-<(4-methoxybenzyl)oxy>-2,4,8-trimethyl-2-nonenal

Guidance literature:: Multi-step reaction with 3 steps

1: 94 percent / TBAF / tetrahydrofuran / 17 h / Ambient temperature

2: Dess-Martin periodinane / CH₂Cl₂ / 2 h / Ambient temperature

3: 1.) s-butyllithium / 1.) THF, cyclohexane, RT, 0.5 h, 2.) THF, cyclohexane, from -78 deg C to -20 deg C, 4.5 h

With tetrabutyl ammonium fluoride; sec.-butyllithium; Dess-Martin periodane; In tetrahydrofuran; dichloromethane;
DOI:10.1246/bcsj.65.2974