(E)-(+/-)-4-(1-hydroxy-2-methoxy-2,4-pentadienyl)-3-methoxy-5-nitrobenzoic acid methyl ester

Base Information

Chemical Name:(E)-(+/-)-4-(1-hydroxy-2-methoxy-2,4-pentadienyl)-3-methoxy-5-nitrobenzoic acid methyl ester
CAS No.:136763-84-3
Molecular Formula:C₁₅H₁₇NO₇
Molecular Weight:323.302
Hs Code.:

Synonyms:(E)-(+/-)-4-(1-hydroxy-2-methoxy-2,4-pentadienyl)-3-methoxy-5-nitrobenzoic acid methyl ester

Suppliers and Price of (E)-(+/-)-4-(1-hydroxy-2-methoxy-2,4-pentadienyl)-3-methoxy-5-nitrobenzoic acid methyl ester

Supply Marketing:

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

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Total 1 raw suppliers

Chemical Property of (E)-(+/-)-4-(1-hydroxy-2-methoxy-2,4-pentadienyl)-3-methoxy-5-nitrobenzoic acid methyl ester

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

Safty Information:

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Hazard Codes:

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Technology Process of (E)-(+/-)-4-(1-hydroxy-2-methoxy-2,4-pentadienyl)-3-methoxy-5-nitrobenzoic acid methyl ester

There total 6 articles about (E)-(+/-)-4-(1-hydroxy-2-methoxy-2,4-pentadienyl)-3-methoxy-5-nitrobenzoic 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: 56.0%

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

: 136763-83-2
4-formyl-3-methoxy-5-nitrobenzoic acid methyl ester

: 136763-84-3
(E)-(+/-)-4-(1-hydroxy-2-methoxy-2,4-pentadienyl)-3-methoxy-5-nitrobenzoic acid methyl ester

Guidance literature:

Reference yield:

: 33713-02-9
3-methoxy-4-methyl-5-nitrobenzoic acid methyl ester

: 136763-84-3
(E)-(+/-)-4-(1-hydroxy-2-methoxy-2,4-pentadienyl)-3-methoxy-5-nitrobenzoic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: dimethylformamide / 3 h / 100 °C

2: aq. HCl / tetrahydrofuran / 0.5 h / Ambient temperature

3: 87 percent / Et₃N / CH₂Cl₂ / 2 h / Ambient temperature

4: 1.) O₃, 2.) Me₂S / 1.) CH₂Cl₂, MeOH, -78 deg C, -78 deg C, 2.) CH₂Cl₂, MeOH, from -78 deg C to RT, 8 h

5: 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 hydrogenchloride; dimethylsulfide; tert.-butyl lithium; ozone; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja00079a010

Reference yield:

: 136763-91-2
3-methoxy-5-nitro-4-(2-oxoethyl)benzoic acid methyl ester

: 136763-84-3
(E)-(+/-)-4-(1-hydroxy-2-methoxy-2,4-pentadienyl)-3-methoxy-5-nitrobenzoic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 87 percent / Et₃N / CH₂Cl₂ / 2 h / Ambient temperature

2: 1.) O₃, 2.) Me₂S / 1.) CH₂Cl₂, MeOH, -78 deg C, -78 deg C, 2.) CH₂Cl₂, MeOH, from -78 deg C to RT, 8 h

3: 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 dimethylsulfide; tert.-butyl lithium; ozone; triethylamine; In dichloromethane;
DOI:10.1021/ja00079a010