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

Base Information

Chemical Name:6-methoxy-5-(4-methoxy-benzyloxy)-8-(4-methyl-3,6-dihydro-2H-pyran-2-yl)-octa-2,7-dien-1-ol
CAS No.:849362-03-4
Molecular Formula:C₂₃H₃₂O₅
Molecular Weight:388.504
Hs Code.:

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

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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-dien-1-ol

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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-dien-1-ol

There total 13 articles about 6-methoxy-5-(4-methoxy-benzyloxy)-8-(4-methyl-3,6-dihydro-2H-pyran-2-yl)-octa-2,7-dien-1-ol 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:

: 849362-02-3
tert-butyl-[6-methoxy-5-(4-methoxy-benzyloxy)-8-(4-methyl-3,6-dihydro-2H-pyran-2-yl)-octa-2,7-dienyloxy]-dimethyl-silane

: 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

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran;

Reference yield:

: 2,2-Dimethyl-propionic acid (2E,7E)-(5S,6S)-6-methoxy-5-(4-methoxy-benzyloxy)-8-((S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-octa-2,7-dienyl ester

: 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

Guidance literature:: With sodium methylate; In methanol; at 0 ℃;
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

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

Guidance literature:: Multi-step reaction with 13 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

With pyridine; hydrogenchloride; sodium chlorite; sodium periodate; aminosulfonic acid; sodium methylate; L-Selectride; sodium hydride; diisobutylaluminium hydride; 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