(3R)-3-methyl-4-(5-nitro-2,3,6-trimethoxyphenyl)-butyraldehyde

Base Information

Chemical Name:(3R)-3-methyl-4-(5-nitro-2,3,6-trimethoxyphenyl)-butyraldehyde
CAS No.:326606-10-4
Molecular Formula:C₁₄H₁₉NO₆
Molecular Weight:297.308
Hs Code.:

Synonyms:(3R)-3-methyl-4-(5-nitro-2,3,6-trimethoxyphenyl)-butyraldehyde

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Chemical Property of (3R)-3-methyl-4-(5-nitro-2,3,6-trimethoxyphenyl)-butyraldehyde

Chemical Property:

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Technology Process of (3R)-3-methyl-4-(5-nitro-2,3,6-trimethoxyphenyl)-butyraldehyde

There total 8 articles about (3R)-3-methyl-4-(5-nitro-2,3,6-trimethoxyphenyl)-butyraldehyde 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: 92.0%

: 326606-15-9
(3R)-3-methyl-4-(5-nitro-2,3,6-trimethoxyphenyl)-butyronitrile

: 326606-10-4
(3R)-3-methyl-4-(5-nitro-2,3,6-trimethoxyphenyl)-butyraldehyde

Guidance literature:: With phosphate buffer; diisobutylaluminium hydride; In ethyl acetate; acetone; toluene; at -78 - 20 ℃; pH=7;
DOI:10.1021/jo034870l

Reference yield:

: 135-77-3
1,2,4-trimethoxy-benzene

: 326606-10-4
(3R)-3-methyl-4-(5-nitro-2,3,6-trimethoxyphenyl)-butyraldehyde

Guidance literature:: Multi-step reaction with 8 steps

1.1: n-BuLi / diethyl ether; hexane / 2 h / Heating

1.2: 68 percent / diethyl ether; hexane / 2 h / Heating

2.1: 83 percent / HNO₃; AcOH / 0.5 h / 60 °C

3.1: 98 percent / NaBH₄ / tetrahydrofuran / 1 h / 20 °C

4.1: 93 percent / PBr₃; pyridine / diethyl ether / 0.5 h / 20 °C

5.1: 88 percent / NaHMDS / tetrahydrofuran / 3.5 h / -78 °C

6.1: 96 percent / LiBH₄; H₂O / diethyl ether; tetrahydrofuran / 0.5 h / 0 °C

7.1: 81 percent / DEAD; PPh₃ / diethyl ether / 20 h / 20 °C

8.1: 92 percent / DIBAL / toluene / -78 - 20 °C

With pyridine; sodium tetrahydroborate; lithium borohydride; n-butyllithium; water; nitric acid; sodium hexamethyldisilazane; phosphorus tribromide; diisobutylaluminium hydride; acetic acid; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; diethyl ether; hexane; toluene; 5.1: Evan's asymmetric alkylation / 7.1: Mitsunobu reaction;
DOI:10.1021/ol0068997

Reference yield:

: 5556-86-5
2,3,6-trimethoxybenzaldehyde

: 326606-10-4
(3R)-3-methyl-4-(5-nitro-2,3,6-trimethoxyphenyl)-butyraldehyde

Guidance literature:: Multi-step reaction with 7 steps

1: 83 percent / HNO₃; AcOH / 0.5 h / 60 °C

2: 98 percent / NaBH₄ / tetrahydrofuran / 1 h / 20 °C

3: 93 percent / PBr₃; pyridine / diethyl ether / 0.5 h / 20 °C

4: 88 percent / NaHMDS / tetrahydrofuran / 3.5 h / -78 °C

5: 96 percent / LiBH₄; H₂O / diethyl ether; tetrahydrofuran / 0.5 h / 0 °C

6: 81 percent / DEAD; PPh₃ / diethyl ether / 20 h / 20 °C

7: 92 percent / DIBAL / toluene / -78 - 20 °C

With pyridine; sodium tetrahydroborate; lithium borohydride; water; nitric acid; sodium hexamethyldisilazane; phosphorus tribromide; diisobutylaluminium hydride; acetic acid; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; diethyl ether; toluene; 4: Evan's asymmetric alkylation / 6: Mitsunobu reaction;
DOI:10.1021/ol0068997