methyl (E)-(4R,5R)-5-hydroxy-2,4-dimethyl-5-(4-nitrophenyl)-pent-2-enoate

Base Information

Chemical Name:methyl (E)-(4R,5R)-5-hydroxy-2,4-dimethyl-5-(4-nitrophenyl)-pent-2-enoate
CAS No.:934246-93-2
Molecular Formula:C₁₄H₁₇NO₅
Molecular Weight:279.293
Hs Code.:

Synonyms:methyl (E)-(4R,5R)-5-hydroxy-2,4-dimethyl-5-(4-nitrophenyl)-pent-2-enoate

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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 methyl (E)-(4R,5R)-5-hydroxy-2,4-dimethyl-5-(4-nitrophenyl)-pent-2-enoate

Chemical Property:

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Technology Process of methyl (E)-(4R,5R)-5-hydroxy-2,4-dimethyl-5-(4-nitrophenyl)-pent-2-enoate

There total 1 articles about methyl (E)-(4R,5R)-5-hydroxy-2,4-dimethyl-5-(4-nitrophenyl)-pent-2-enoate 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: 93.0%

: 555-16-8
4-nitrobenzaldehdye

: 123-38-6
propionaldehyde

: 2605-68-7
methyl 2-(triphenylphosphoranylidene)propionate

: 934246-93-2
methyl (E)-(4R,5R)-5-hydroxy-2,4-dimethyl-5-(4-nitrophenyl)-pent-2-enoate

Guidance literature:: 4-nitrobenzaldehdye; propionaldehyde; With L-proline; In N,N-dimethyl-formamide; at 0 ℃; for 5h;

methyl 2-(triphenylphosphoranylidene)propionate; In dichloromethane; for 5h; Heating;
DOI:10.1002/adsc.200606106

Reference yield:

: 934246-93-2
methyl (E)-(4R,5R)-5-hydroxy-2,4-dimethyl-5-(4-nitrophenyl)-pent-2-enoate

: 934246-94-3
(E)-(4R,5R)-2,4-dimethyl-5-(4-nitrophenyl)-pent-2-ene-1,5-diol

Guidance literature:: With diisobutylaluminium hydride; In tetrahydrofuran; toluene; at -70 ℃; for 1h;
DOI:10.1002/adsc.200606106

Reference yield:

: 934246-93-2
methyl (E)-(4R,5R)-5-hydroxy-2,4-dimethyl-5-(4-nitrophenyl)-pent-2-enoate

: 934246-97-6
ethyl (2E,4E)-(6R,7R)-7-(4-aminophenyl)-7-hydroxy-4,6-dimethylhepta-2,4-dienoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: DIBAL-H / tetrahydrofuran; toluene / 1 h / -70 °C

2.1: 663 mg / γ-MnO2 / CH2Cl2 / 1 h / 20 °C

3.1: NaH / tetrahydrofuran / 0.33 h / 20 °C

3.2: 96 percent / tetrahydrofuran / 0.5 h / 20 °C

4.1: 62 percent / H₂; quinoline / Lindlar's catalyst / methanol / 10 h / 20 °C

With quinoline; manganese(IV) oxide; hydrogen; sodium hydride; diisobutylaluminium hydride; Lindlar's catalyst; In tetrahydrofuran; methanol; dichloromethane; toluene;
DOI:10.1002/adsc.200606106