6-methoxy-5-(4-methoxy-benzyloxy)-8-(4-methyl-3,6-dihydro-2H-pyran-2-yl)-octa-2,7-dienal

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Chemical Name:6-methoxy-5-(4-methoxy-benzyloxy)-8-(4-methyl-3,6-dihydro-2H-pyran-2-yl)-octa-2,7-dienal
CAS No.:849362-04-5
Molecular Formula:C₂₃H₃₀O₅
Molecular Weight:386.488
Hs Code.:

Synonyms:6-methoxy-5-(4-methoxy-benzyloxy)-8-(4-methyl-3,6-dihydro-2H-pyran-2-yl)-octa-2,7-dienal

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Chemical Property of 6-methoxy-5-(4-methoxy-benzyloxy)-8-(4-methyl-3,6-dihydro-2H-pyran-2-yl)-octa-2,7-dienal

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Technology Process of 6-methoxy-5-(4-methoxy-benzyloxy)-8-(4-methyl-3,6-dihydro-2H-pyran-2-yl)-octa-2,7-dienal

There total 11 articles about 6-methoxy-5-(4-methoxy-benzyloxy)-8-(4-methyl-3,6-dihydro-2H-pyran-2-yl)-octa-2,7-dienal 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:

: 849362-03-4
6-methoxy-5-(4-methoxy-benzyloxy)-8-(4-methyl-3,6-dihydro-2H-pyran-2-yl)-octa-2,7-dien-1-ol

: 849362-04-5
6-methoxy-5-(4-methoxy-benzyloxy)-8-(4-methyl-3,6-dihydro-2H-pyran-2-yl)-octa-2,7-dienal

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -78 ℃;
DOI:10.1016/j.bmcl.2003.12.001

Reference yield:

: 152453-72-0
2-deoxy-3-O-<(4-methoxyphenyl)methyl>-4,5-O-(1-methylethylidene)-D-erythro-pentose

: 849362-04-5
6-methoxy-5-(4-methoxy-benzyloxy)-8-(4-methyl-3,6-dihydro-2H-pyran-2-yl)-octa-2,7-dienal

Guidance literature:: Multi-step reaction with 14 steps

1.1: NaH / tetrahydrofuran / 0 °C

1.2: 85 percent / Bu₃P / acetonitrile / 60 °C

2.1: DIBAL / CH₂Cl₂ / -78 °C

3.1: 85 percent / pyridine / CH₂Cl₂

4.1: aq. HCl / tetrahydrofuran

5.1: NaIO₄ / tetrahydrofuran; H₂O / 0 °C

6.1: NaClO₂; H₂NSO₃H / 2-methyl-propan-2-ol; H₂O / 0 °C

7.1: 50 percent / methanol; toluene

8.1: tetrahydrofuran / -78 °C

9.1: pyridine / CH₂Cl₂

10.1: 70 percent / Et₃N; LiCl / tetrahydrofuran / 0 - 20 °C

11.1: 70 percent / L-selectride / tetrahydrofuran / -78 °C

12.1: NaI

13.1: NaOMe / methanol / 0 °C

14.1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 °C

With pyridine; hydrogenchloride; sodium chlorite; sodium periodate; oxalyl dichloride; aminosulfonic acid; sodium methylate; L-Selectride; sodium hydride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; sodium iodide; lithium chloride; In tetrahydrofuran; methanol; dichloromethane; water; toluene; tert-butyl alcohol; 1.1: Horner-Wadsworth-Emmons reaction;
DOI:10.1016/j.bmcl.2003.12.001

Reference yield:

: 676474-13-8
5-(2,2-dimethyl-[1,3]dioxolan-4-yl)-5-(4-methoxy-benzyloxy)-pent-2-en-1-ol

: 849362-04-5
6-methoxy-5-(4-methoxy-benzyloxy)-8-(4-methyl-3,6-dihydro-2H-pyran-2-yl)-octa-2,7-dienal

Guidance literature:: Multi-step reaction with 12 steps

1: 85 percent / pyridine / CH₂Cl₂

2: aq. HCl / tetrahydrofuran

3: NaIO₄ / tetrahydrofuran; H₂O / 0 °C

4: NaClO₂; H₂NSO₃H / 2-methyl-propan-2-ol; H₂O / 0 °C

5: 50 percent / methanol; toluene

6: tetrahydrofuran / -78 °C

7: pyridine / CH₂Cl₂

8: 70 percent / Et₃N; LiCl / tetrahydrofuran / 0 - 20 °C

9: 70 percent / L-selectride / tetrahydrofuran / -78 °C

10: NaI

11: NaOMe / methanol / 0 °C

12: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 °C

With pyridine; hydrogenchloride; sodium chlorite; sodium periodate; oxalyl dichloride; aminosulfonic acid; sodium methylate; L-Selectride; dimethyl sulfoxide; triethylamine; sodium iodide; lithium chloride; In tetrahydrofuran; methanol; dichloromethane; water; toluene; tert-butyl alcohol;
DOI:10.1016/j.bmcl.2003.12.001