(Z)-6-(2,5-Bis-methoxymethoxy-3-methyl-phenyl)-1-[(1S,2S)-2-((E)-4-hydroxy-4-methyl-pent-2-enoyl)-1,2-dimethyl-cyclopentyl]-4-methyl-hex-4-en-2-one

Base Information

Chemical Name:(Z)-6-(2,5-Bis-methoxymethoxy-3-methyl-phenyl)-1-[(1S,2S)-2-((E)-4-hydroxy-4-methyl-pent-2-enoyl)-1,2-dimethyl-cyclopentyl]-4-methyl-hex-4-en-2-one
CAS No.:125318-43-6
Molecular Formula:C₃₁H₄₆O₇
Molecular Weight:530.702
Hs Code.:

(Z)-6-(2,5-Bis-methoxymethoxy-3-methyl-phenyl)-1-[(1S,2S)-2-((E)-4-hydroxy-4-methyl-pent-2-enoyl)-1,2-dimethyl-cyclopentyl]-4-methyl-hex-4-en-2-one

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Chemical Property of (Z)-6-(2,5-Bis-methoxymethoxy-3-methyl-phenyl)-1-[(1S,2S)-2-((E)-4-hydroxy-4-methyl-pent-2-enoyl)-1,2-dimethyl-cyclopentyl]-4-methyl-hex-4-en-2-one

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Technology Process of (Z)-6-(2,5-Bis-methoxymethoxy-3-methyl-phenyl)-1-[(1S,2S)-2-((E)-4-hydroxy-4-methyl-pent-2-enoyl)-1,2-dimethyl-cyclopentyl]-4-methyl-hex-4-en-2-one

There total 26 articles about (Z)-6-(2,5-Bis-methoxymethoxy-3-methyl-phenyl)-1-[(1S,2S)-2-((E)-4-hydroxy-4-methyl-pent-2-enoyl)-1,2-dimethyl-cyclopentyl]-4-methyl-hex-4-en-2-one 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:

: 6293-55-6
2-bromo-6-methyl-[1,4]benzoquinone

: 125318-43-6
(Z)-6-(2,5-Bis-methoxymethoxy-3-methyl-phenyl)-1-[(1S,2S)-2-((E)-4-hydroxy-4-methyl-pent-2-enoyl)-1,2-dimethyl-cyclopentyl]-4-methyl-hex-4-en-2-one

Guidance literature:: Multi-step reaction with 16 steps

1: 38 percent / Na₂S₂O₄ / ethanol; H₂O / 1 h / 60 °C

2: 57 percent / Na / 2-methoxy-ethanol / Ambient temperature

3: 88 percent / n-BuLi, CuI / hexane; diethyl ether / Ambient temperature

4: 20 g / OsO₄, NaIO₄ / diethyl ether / 6 h / Ambient temperature

5: 21 percent / NaH / tetrahydrofuran / 0.5 h / -70 °C

6: 99 percent / LAH / diethyl ether / 1 h / Ambient temperature

7: 86 percent / PPh₃, CCl₄ / 20 h / Heating

8: 70 percent / n-BuLi, diisopropylamine / tetrahydrofuran; hexamethylphosphoric acid triamide / 0.67 h / 0 °C

9: 1.) cc. HCl, MgSO₄; 2.) 2percent aq. NaOH / 1.) CHCl₃, 1 h, r.t.; 2.) ether, 1 h, r.t.

10: 87 percent / NaBH₄ / methanol / Ambient temperature

11: 98 percent / DMAP, pyridine / Ambient temperature

12: 77 percent / 10percent aq. HF / acetonitrile / 2.7 h

13: 94 percent / (COCl)2, DMSO, Et₃N / CH₂Cl₂ / -70 - 25 °C

14: 99 percent / n-BuLi / hexane; tetrahydrofuran; hexamethylphosphoric acid triamide / -60 - 25 °C

15: LAH

16: Swern oxidn.

With pyridine; hydrogenchloride; tetrachloromethane; dmap; sodium hydroxide; sodium tetrahydroborate; sodium periodate; copper(l) iodide; osmium(VIII) oxide; lithium aluminium tetrahydride; n-butyllithium; sodium dithionite; oxalyl dichloride; hydrogen fluoride; sodium; sodium hydride; magnesium sulfate; dimethyl sulfoxide; triethylamine; diisopropylamine; triphenylphosphine; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; ethanol; hexane; dichloromethane; 2-methoxy-ethanol; water; acetonitrile;
DOI:10.1016/S0040-4020(01)80058-2

Reference yield:

: 609-22-3
2,4-dibromo-6-methylphenol

: 125318-43-6
(Z)-6-(2,5-Bis-methoxymethoxy-3-methyl-phenyl)-1-[(1S,2S)-2-((E)-4-hydroxy-4-methyl-pent-2-enoyl)-1,2-dimethyl-cyclopentyl]-4-methyl-hex-4-en-2-one

Guidance literature:: Multi-step reaction with 17 steps

1: 245 g / CrO₃ / acetic acid; H₂O / 5 h / 0 °C

2: 38 percent / Na₂S₂O₄ / ethanol; H₂O / 1 h / 60 °C

3: 57 percent / Na / 2-methoxy-ethanol / Ambient temperature

4: 88 percent / n-BuLi, CuI / hexane; diethyl ether / Ambient temperature

5: 20 g / OsO₄, NaIO₄ / diethyl ether / 6 h / Ambient temperature

6: 21 percent / NaH / tetrahydrofuran / 0.5 h / -70 °C

7: 99 percent / LAH / diethyl ether / 1 h / Ambient temperature

8: 86 percent / PPh₃, CCl₄ / 20 h / Heating

9: 70 percent / n-BuLi, diisopropylamine / tetrahydrofuran; hexamethylphosphoric acid triamide / 0.67 h / 0 °C

10: 1.) cc. HCl, MgSO₄; 2.) 2percent aq. NaOH / 1.) CHCl₃, 1 h, r.t.; 2.) ether, 1 h, r.t.

11: 87 percent / NaBH₄ / methanol / Ambient temperature

12: 98 percent / DMAP, pyridine / Ambient temperature

13: 77 percent / 10percent aq. HF / acetonitrile / 2.7 h

14: 94 percent / (COCl)2, DMSO, Et₃N / CH₂Cl₂ / -70 - 25 °C

15: 99 percent / n-BuLi / hexane; tetrahydrofuran; hexamethylphosphoric acid triamide / -60 - 25 °C

16: LAH

17: Swern oxidn.

With pyridine; chromium(VI) oxide; hydrogenchloride; tetrachloromethane; dmap; sodium hydroxide; sodium tetrahydroborate; sodium periodate; copper(l) iodide; osmium(VIII) oxide; lithium aluminium tetrahydride; n-butyllithium; sodium dithionite; oxalyl dichloride; hydrogen fluoride; sodium; sodium hydride; magnesium sulfate; dimethyl sulfoxide; triethylamine; diisopropylamine; triphenylphosphine; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; ethanol; hexane; dichloromethane; 2-methoxy-ethanol; water; acetic acid; acetonitrile;
DOI:10.1016/S0040-4020(01)80058-2

Reference yield:

: 50848-60-7
2-bromo-6-methylbenzene-1,4-diol

: 125318-43-6
(Z)-6-(2,5-Bis-methoxymethoxy-3-methyl-phenyl)-1-[(1S,2S)-2-((E)-4-hydroxy-4-methyl-pent-2-enoyl)-1,2-dimethyl-cyclopentyl]-4-methyl-hex-4-en-2-one

Guidance literature:: Multi-step reaction with 15 steps

1: 57 percent / Na / 2-methoxy-ethanol / Ambient temperature

2: 88 percent / n-BuLi, CuI / hexane; diethyl ether / Ambient temperature

3: 20 g / OsO₄, NaIO₄ / diethyl ether / 6 h / Ambient temperature

4: 21 percent / NaH / tetrahydrofuran / 0.5 h / -70 °C

5: 99 percent / LAH / diethyl ether / 1 h / Ambient temperature

6: 86 percent / PPh₃, CCl₄ / 20 h / Heating

7: 70 percent / n-BuLi, diisopropylamine / tetrahydrofuran; hexamethylphosphoric acid triamide / 0.67 h / 0 °C

8: 1.) cc. HCl, MgSO₄; 2.) 2percent aq. NaOH / 1.) CHCl₃, 1 h, r.t.; 2.) ether, 1 h, r.t.

9: 87 percent / NaBH₄ / methanol / Ambient temperature

10: 98 percent / DMAP, pyridine / Ambient temperature

11: 77 percent / 10percent aq. HF / acetonitrile / 2.7 h

12: 94 percent / (COCl)2, DMSO, Et₃N / CH₂Cl₂ / -70 - 25 °C

13: 99 percent / n-BuLi / hexane; tetrahydrofuran; hexamethylphosphoric acid triamide / -60 - 25 °C

14: LAH

15: Swern oxidn.

With pyridine; hydrogenchloride; tetrachloromethane; dmap; sodium hydroxide; sodium tetrahydroborate; sodium periodate; copper(l) iodide; osmium(VIII) oxide; lithium aluminium tetrahydride; n-butyllithium; oxalyl dichloride; hydrogen fluoride; sodium; sodium hydride; magnesium sulfate; dimethyl sulfoxide; triethylamine; diisopropylamine; triphenylphosphine; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; hexane; dichloromethane; 2-methoxy-ethanol; acetonitrile;
DOI:10.1016/S0040-4020(01)80058-2