(+/-)-(E)-2,3,5-trimethoxy-α-(1-methoxy-1,3-butadienyl)-4-methyl-6-nitrobenzenemethanol

Base Information

Chemical Name:(+/-)-(E)-2,3,5-trimethoxy-α-(1-methoxy-1,3-butadienyl)-4-methyl-6-nitrobenzenemethanol
CAS No.:136763-85-4
Molecular Formula:C₁₆H₂₁NO₇
Molecular Weight:339.345
Hs Code.:

Synonyms:(+/-)-(E)-2,3,5-trimethoxy-α-(1-methoxy-1,3-butadienyl)-4-methyl-6-nitrobenzenemethanol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (+/-)-(E)-2,3,5-trimethoxy-α-(1-methoxy-1,3-butadienyl)-4-methyl-6-nitrobenzenemethanol

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Technology Process of (+/-)-(E)-2,3,5-trimethoxy-α-(1-methoxy-1,3-butadienyl)-4-methyl-6-nitrobenzenemethanol

There total 5 articles about (+/-)-(E)-2,3,5-trimethoxy-α-(1-methoxy-1,3-butadienyl)-4-methyl-6-nitrobenzenemethanol 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: 80.0%

: 72301-29-2,119226-11-8
1-methoxy-1-lithiobutadiene

: 113727-24-5
4-methyl-6-nitro-2,3,5-trimethoxybenzaldehyde

: 136763-85-4
(+/-)-(E)-2,3,5-trimethoxy-α-(1-methoxy-1,3-butadienyl)-4-methyl-6-nitrobenzenemethanol

Guidance literature:

Reference yield:

: 136763-93-4
2,4-dimethoxy-3-methyl-5-nitrophenol

: 136763-85-4
(+/-)-(E)-2,3,5-trimethoxy-α-(1-methoxy-1,3-butadienyl)-4-methyl-6-nitrobenzenemethanol

Guidance literature:: Multi-step reaction with 4 steps

1: 86 percent / aq. KOH / 2-methyl-propan-2-ol / 12 h / Heating

2: 81 percent / 1.) K₂CO₃ / dimethylformamide / 12 h

3: 94 percent / pyridinium chlorochromate, Celite / CH₂Cl₂ / 6 h

4: 1.) t-BuLi / 1.) THF, pentane, from -78 deg C to -20 deg C, 60 min, 2.) THF, pentane, a) -78 deg C, 20 min, b) from -78 deg C to 0 deg C

With potassium hydroxide; Celite; tert.-butyl lithium; potassium carbonate; pyridinium chlorochromate; In dichloromethane; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1021/ja00079a010

Reference yield:

: 113727-26-7
2,3,5-trimethoxy-4-methyl-6-nitrobenzenemethanol

: 136763-85-4
(+/-)-(E)-2,3,5-trimethoxy-α-(1-methoxy-1,3-butadienyl)-4-methyl-6-nitrobenzenemethanol

Guidance literature:: Multi-step reaction with 2 steps

1: 94 percent / pyridinium chlorochromate, Celite / CH₂Cl₂ / 6 h

2: 1.) t-BuLi / 1.) THF, pentane, from -78 deg C to -20 deg C, 60 min, 2.) THF, pentane, a) -78 deg C, 20 min, b) from -78 deg C to 0 deg C

With Celite; tert.-butyl lithium; pyridinium chlorochromate; In dichloromethane;
DOI:10.1021/ja00079a010