(4Z,7S,8E,10Z,12E,14E,16R,17S,19Z)-methyl 7,16,17-trihydroxydocosa-4,8,10,12,14,19-hexaenoate

Base Information

Chemical Name:(4Z,7S,8E,10Z,12E,14E,16R,17S,19Z)-methyl 7,16,17-trihydroxydocosa-4,8,10,12,14,19-hexaenoate
CAS No.:810668-53-2
Molecular Formula:C₂₃H₃₄O₅
Molecular Weight:390.52
Hs Code.:

Synonyms:

Suppliers and Price of (4Z,7S,8E,10Z,12E,14E,16R,17S,19Z)-methyl 7,16,17-trihydroxydocosa-4,8,10,12,14,19-hexaenoate

Supply Marketing:

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

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Chemical Property of (4Z,7S,8E,10Z,12E,14E,16R,17S,19Z)-methyl 7,16,17-trihydroxydocosa-4,8,10,12,14,19-hexaenoate

Chemical Property:

Purity/Quality:: 95% ^*data from raw suppliers

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Pictogram(s):
Hazard Codes:

MSDS Files:

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Technology Process of (4Z,7S,8E,10Z,12E,14E,16R,17S,19Z)-methyl 7,16,17-trihydroxydocosa-4,8,10,12,14,19-hexaenoate

There total 20 articles about (4Z,7S,8E,10Z,12E,14E,16R,17S,19Z)-methyl 7,16,17-trihydroxydocosa-4,8,10,12,14,19-hexaenoate 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: 70.0%

: 810668-52-1
(4Z,7S,8E,12E,14E,16R,17S,19Z)-methyl 7,16,17-trihydroxydocosa-4,8,12,14,19-pentaen-10-ynoate

: 810668-53-2
(4Z,7S,8E,10Z,12E,14E,16R,17S,19Z)-methyl 7,16,17-trihydroxydocosa-4,8,10,12,14,19-hexaenoate

Guidance literature:: With silver; copper; zinc; In methanol; at 40 ℃; for 5h;
DOI:10.1016/j.tetlet.2004.09.129

Reference yield:

: 6089-09-4
4-pentynoic acid

: 810668-53-2
(4Z,7S,8E,10Z,12E,14E,16R,17S,19Z)-methyl 7,16,17-trihydroxydocosa-4,8,10,12,14,19-hexaenoate

Guidance literature:: Multi-step reaction with 12 steps

1: MeMgBr; CuBr*Me₂S / tetrahydrofuran / 0 - 20 °C

2: 2,2-dimethoxypropane; TMSCl / 20 °C

3: MCPBA; NaHCO₃ / CH₂Cl₂ / 0 - 20 °C

4: H₂O / (R,R)-(salen)Co(III)(OAc) / diethyl ether / 0 - 20 °C

5: imidazole; Et₃N / dimethylformamide / 0 - 20 °C

6: 100 percent / Et₃N / Lindlar catalyst / hexane / 0 - 20 °C

7: 54 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

8: 50 percent / CrCl₂ / tetrahydrofuran / 0 °C

9: CuI; NPrNH₂ / Pd(PPh₃)4 / benzene / 20 °C

10: pyridinium p-toluenesulfonate / methanol / 20 °C

11: aq. HCl / methanol / 0.25 h / 20 °C

12: 70 percent / Zn(Cu/Ag) / aq. methanol / 5 h / 40 °C

With 1H-imidazole; chromium dichloride; hydrogenchloride; propylamine; copper(l) iodide; chloro-trimethyl-silane; oxalyl dichloride; copper(I) bromide dimethylsulfide complex; methylmagnesium bromide; water; silver; pyridinium p-toluenesulfonate; copper; sodium hydrogencarbonate; dimethyl sulfoxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; 2,2-dimethoxy-propane; zinc; Lindlar's catalyst; tetrakis(triphenylphosphine) palladium⁽⁰⁾; (R,R)-(salen)Co(III)(OAc); In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide; benzene; 6: Lindlar reduction / 7: Swern oxidation / 8: Taskai reaction;
DOI:10.1016/j.tetlet.2004.09.129

Reference yield:

: 129646-09-9
(4S,5S)-2,2-Dimethyl-5-((Z)-pent-2-enyl)-[1,3]dioxolane-4-carbaldehyde

: 810668-53-2
(4Z,7S,8E,10Z,12E,14E,16R,17S,19Z)-methyl 7,16,17-trihydroxydocosa-4,8,10,12,14,19-hexaenoate

Guidance literature:: Multi-step reaction with 6 steps

1.1: n-BuLi / tetrahydrofuran / -78 - 0 °C

1.2: I₂ / benzene / 20 °C

2.1: 83 percent / KF; 18-crown-6 / dimethylformamide / 20 °C

3.1: CuI; NPrNH₂ / Pd(PPh₃)4 / benzene / 20 °C

4.1: pyridinium p-toluenesulfonate / methanol / 20 °C

5.1: aq. HCl / methanol / 0.25 h / 20 °C

6.1: 70 percent / Zn(Cu/Ag) / aq. methanol / 5 h / 40 °C

With hydrogenchloride; propylamine; potassium fluoride; copper(l) iodide; n-butyllithium; 18-crown-6 ether; silver; pyridinium p-toluenesulfonate; copper; zinc; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; benzene; 1.1: Wittig reaction;
DOI:10.1016/j.tetlet.2004.09.129