(2Z,3R,4S,5E)-(+)-4-Methoxy-2-(methoxymethylen)-3-methyl-6-phenyl-5-hexensaeure-methylester

Base Information

Chemical Name:(2Z,3R,4S,5E)-(+)-4-Methoxy-2-(methoxymethylen)-3-methyl-6-phenyl-5-hexensaeure-methylester
CAS No.:90695-49-1
Molecular Formula:C₁₇H₂₂O₄
Molecular Weight:290.359
Hs Code.:

Synonyms:

Suppliers and Price of (2Z,3R,4S,5E)-(+)-4-Methoxy-2-(methoxymethylen)-3-methyl-6-phenyl-5-hexensaeure-methylester

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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 (2Z,3R,4S,5E)-(+)-4-Methoxy-2-(methoxymethylen)-3-methyl-6-phenyl-5-hexensaeure-methylester

Chemical Property:

Purity/Quality:

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Technology Process of (2Z,3R,4S,5E)-(+)-4-Methoxy-2-(methoxymethylen)-3-methyl-6-phenyl-5-hexensaeure-methylester

There total 60 articles about (2Z,3R,4S,5E)-(+)-4-Methoxy-2-(methoxymethylen)-3-methyl-6-phenyl-5-hexensaeure-methylester 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:

: 88088-55-5,109864-29-1,109864-30-4,109864-31-5
(E)-(3R^*,4S^*)-4-methoxy-3-methyl-6-phenylhex-5-enol

: 73341-71-6,82444-24-4,82444-25-5,88644-09-1,90695-49-1,90695-50-4
oudemansin A

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / 8 N Jones reagent / acetone / 2 h

2: 1.) t-BuLi, 2.) K₂CO₃ / 2.) acetone

With jones reagent; tert.-butyl lithium; potassium carbonate; In acetone;
DOI:10.1021/jo00228a028

Reference yield:

: 88088-54-4,106315-62-2,109864-19-9,109864-32-6
(E)-(3S^*,4R^*)-3-methoxy-4-methyl-1-phenylhexa-1,5-diene

: 73341-71-6,82444-24-4,82444-25-5,88644-09-1,90695-49-1,90695-50-4
oudemansin A

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) 9-BBN, 2.) 15percent aq. NaOH, 30percent aq. H₂O₂ / 1.) THF, from 0 deg C to RT, overnight, 2.) THF, EtOH, 4 h

2: 100 percent / 8 N Jones reagent / acetone / 2 h

3: 1.) t-BuLi, 2.) K₂CO₃ / 2.) acetone

With sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; jones reagent; dihydrogen peroxide; tert.-butyl lithium; potassium carbonate; In acetone;
DOI:10.1021/jo00228a028

Reference yield:

: 14371-10-9
(E)-3-phenylpropenal

: 73341-71-6,82444-24-4,82444-25-5,88644-09-1,90695-49-1,90695-50-4
(+/-)-oudemansin A

Guidance literature:: Multi-step reaction with 8 steps

1: Zn / benzene / Heating

2: PDC / CH₂Cl₂

3: 72 percent / Zn(BH₄)2 / diethyl ether / 0 °C

4: 72 percent / 1,8-bis(dimethylamino)naphtalene / CH₂Cl₂ / Ambient temperature

5: 97 percent / LiOH / tetrahydrofuran; H₂O

6: SOCl₂ / 1.) SOCl₂ in pyridine, 2.) CH₂N₂, ether

7: silver benzoate, triethylamine / methanol / Ambient temperature

8: LDA, / 1.) LDA, HCOOMe, THF, -78 - 0 grad C, 2.) CH₂N₂, MeOH

With lithium hydroxide; dipyridinium dichromate; thionyl chloride; zinc(II) tetrahydroborate; silver benzoate; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; triethylamine; zinc; lithium diisopropyl amide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; benzene;
DOI:10.1016/S0040-4039(00)87009-4