2-(2-Nitro-5-methoxyphenyl)acrylic acid (1R,3R,4S)-p-menthane-3-yl ester

Base Information

Chemical Name:2-(2-Nitro-5-methoxyphenyl)acrylic acid (1R,3R,4S)-p-menthane-3-yl ester
CAS No.:391277-54-6
Molecular Formula:C₂₀H₂₇NO₅
Molecular Weight:361.438
Hs Code.:
DSSTox Substance ID:DTXSID601120837
Nikkaji Number:J1.713.910J

Synonyms:DTXSID601120837;2-(2-Nitro-5-methoxyphenyl)acrylic acid (1R,3R,4S)-p-menthane-3-yl ester;(1R,2S,5R)-5-Methyl-2-(1-methylethyl)cyclohexyl 5-methoxy-alpha-methylene-2-nitrobenzeneacetate;391277-54-6

Suppliers and Price of 2-(2-Nitro-5-methoxyphenyl)acrylic acid (1R,3R,4S)-p-menthane-3-yl ester

Supply Marketing:

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

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Chemical Property of 2-(2-Nitro-5-methoxyphenyl)acrylic acid (1R,3R,4S)-p-menthane-3-yl ester

Chemical Property:

XLogP3:5.6
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:6
Exact Mass:361.18892296
Heavy Atom Count:26
Complexity:527

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CC1CCC(C(C1)OC(=O)C(=C)C2=C(C=CC(=C2)OC)[N+](=O)[O-])C(C)C
Isomeric SMILES:C[C@@H]1CC[C@H]([C@@H](C1)OC(=O)C(=C)C2=C(C=CC(=C2)OC)[N+](=O)[O-])C(C)C

Technology Process of 2-(2-Nitro-5-methoxyphenyl)acrylic acid (1R,3R,4S)-p-menthane-3-yl ester

There total 7 articles about 2-(2-Nitro-5-methoxyphenyl)acrylic acid (1R,3R,4S)-p-menthane-3-yl 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: 83.0%

: 2216-51-5
(-)-menthol

: 391277-45-5
2-(5-methoxy-2-nitrophenyl)acrylic acid

: 391277-54-6
(1R,2S,5R)-methyl 2-(5-methoxy-2-nitrophenyl)acrylate

Guidance literature:: With dmap; 1-hydroxybenzotriazol-hydrate; dicyclohexyl-carbodiimide; In dichloromethane; Heating;
DOI:10.1021/jo015854w

Reference yield:

: 5367-32-8
5-methoxy-2-nitrotoluene

: 391277-54-6
(1R,2S,5R)-methyl 2-(5-methoxy-2-nitrophenyl)acrylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: NaOEt / diethyl ether; ethanol / 3 h / 20 °C

1.2: 67 percent / 30percent H₂O₂; 2M NaOH / H₂O / 1 h / 20 °C / pH 9

2.1: 95 percent / Amberlyst-15 / 2 h / Heating

3.1: 76 percent / K₂CO₃; TDA-1 / toluene / 3 h / 85 °C

4.1: 80 percent / aq. NaOH / 1 h / Heating

5.1: 83 percent / DMAP; 1-hydroxybenzotriazole hydrate; DCC / CH₂Cl₂ / Heating

With dmap; sodium hydroxide; amberlyst-15; sodium ethanolate; potassium carbonate; 1-hydroxybenzotriazol-hydrate; dicyclohexyl-carbodiimide; In diethyl ether; ethanol; dichloromethane; toluene;
DOI:10.1021/jo015854w

Reference yield:

: 20876-29-3
2-(5-methoxy-2-nitrophenyl)acetic acid

: 391277-54-6
(1R,2S,5R)-methyl 2-(5-methoxy-2-nitrophenyl)acrylate

Guidance literature:: Multi-step reaction with 4 steps

1: 95 percent / Amberlyst-15 / 2 h / Heating

2: 76 percent / K₂CO₃; TDA-1 / toluene / 3 h / 85 °C

3: 80 percent / aq. NaOH / 1 h / Heating

4: 83 percent / DMAP; 1-hydroxybenzotriazole hydrate; DCC / CH₂Cl₂ / Heating

With dmap; sodium hydroxide; amberlyst-15; potassium carbonate; 1-hydroxybenzotriazol-hydrate; dicyclohexyl-carbodiimide; In dichloromethane; toluene;
DOI:10.1021/jo015854w