4-(2-methoxy-3,6-bis(methoxymethoxy)-5-nitro-phenyl)-(3R)-3-methylbutyraldehyde

Base Information

Chemical Name:4-(2-methoxy-3,6-bis(methoxymethoxy)-5-nitro-phenyl)-(3R)-3-methylbutyraldehyde
CAS No.:622347-54-0
Molecular Formula:C₁₆H₂₃NO₈
Molecular Weight:357.361
Hs Code.:

Synonyms:4-(2-methoxy-3,6-bis(methoxymethoxy)-5-nitro-phenyl)-(3R)-3-methylbutyraldehyde

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Chemical Property of 4-(2-methoxy-3,6-bis(methoxymethoxy)-5-nitro-phenyl)-(3R)-3-methylbutyraldehyde

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Technology Process of 4-(2-methoxy-3,6-bis(methoxymethoxy)-5-nitro-phenyl)-(3R)-3-methylbutyraldehyde

There total 10 articles about 4-(2-methoxy-3,6-bis(methoxymethoxy)-5-nitro-phenyl)-(3R)-3-methylbutyraldehyde 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: 79.0%

: 622347-53-9
4-(2-methoxy-3,6-bis(methoxymethoxy)-5-nitro-phenyl)-(3R)-3-methylbutyronitrile

: 622347-54-0
4-(2-methoxy-3,6-bis(methoxymethoxy)-5-nitro-phenyl)-(3R)-3-methylbutyraldehyde

Guidance literature:: With diisobutylaluminium hydride; In toluene; at -78 - 20 ℃; for 1h;
DOI:10.1021/ol035400g

Reference yield:

: 824-46-4
methoxyhydroquinone

: 622347-54-0
4-(2-methoxy-3,6-bis(methoxymethoxy)-5-nitro-phenyl)-(3R)-3-methylbutyraldehyde

Guidance literature:: Multi-step reaction with 10 steps

1.1: 94 percent / NaH / dimethylformamide / 0 - 20 °C / 1.5 Torr

2.1: TMEDA; n-BuLi / tetrahydrofuran; hexane / 4 h / 0 - 20 °C

2.2: 79 percent / tetrahydrofuran; hexane / 1 h / 20 °C

3.1: 76 percent / aq. HNO₃ / acetic acid / 0.08 h / 0 °C

4.1: 79 percent / KH; TBAI / tetrahydrofuran / 50 h / 20 °C

5.1: 94 percent / NaBH₄ / tetrahydrofuran / 2.5 h / 20 °C

6.1: 69 percent / LiBr; NEt₃; MsCl / tetrahydrofuran / 0.5 h / 0 °C

7.1: 86 percent / NaHMDS / tetrahydrofuran / 4 h / -78 °C

8.1: 75 percent / LiBH₄ / diethyl ether / 1.5 h / 0 °C

9.1: 71 percent / PPh₃; DEAD / diethyl ether / 23 h / 20 °C

10.1: 79 percent / DIBAL-H / toluene / 1 h / -78 - 20 °C

With sodium tetrahydroborate; lithium borohydride; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; nitric acid; sodium hexamethyldisilazane; tetra-(n-butyl)ammonium iodide; potassium hydride; sodium hydride; diisobutylaluminium hydride; methanesulfonyl chloride; triethylamine; triphenylphosphine; lithium bromide; diethylazodicarboxylate; In tetrahydrofuran; diethyl ether; hexane; acetic acid; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ol035400g

Reference yield:

: 131223-60-4
2-methoxy-1,4-bis-methoxymethoxy-benzene

: 622347-54-0
4-(2-methoxy-3,6-bis(methoxymethoxy)-5-nitro-phenyl)-(3R)-3-methylbutyraldehyde

Guidance literature:: Multi-step reaction with 9 steps

1.1: TMEDA; n-BuLi / tetrahydrofuran; hexane / 4 h / 0 - 20 °C

1.2: 79 percent / tetrahydrofuran; hexane / 1 h / 20 °C

2.1: 76 percent / aq. HNO₃ / acetic acid / 0.08 h / 0 °C

3.1: 79 percent / KH; TBAI / tetrahydrofuran / 50 h / 20 °C

4.1: 94 percent / NaBH₄ / tetrahydrofuran / 2.5 h / 20 °C

5.1: 69 percent / LiBr; NEt₃; MsCl / tetrahydrofuran / 0.5 h / 0 °C

6.1: 86 percent / NaHMDS / tetrahydrofuran / 4 h / -78 °C

7.1: 75 percent / LiBH₄ / diethyl ether / 1.5 h / 0 °C

8.1: 71 percent / PPh₃; DEAD / diethyl ether / 23 h / 20 °C

9.1: 79 percent / DIBAL-H / toluene / 1 h / -78 - 20 °C

With sodium tetrahydroborate; lithium borohydride; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; nitric acid; sodium hexamethyldisilazane; tetra-(n-butyl)ammonium iodide; potassium hydride; diisobutylaluminium hydride; methanesulfonyl chloride; triethylamine; triphenylphosphine; lithium bromide; diethylazodicarboxylate; In tetrahydrofuran; diethyl ether; hexane; acetic acid; toluene;
DOI:10.1021/ol035400g