Propanoic acid, 2,2-dimethyl-, (2E,5S,6S,7E)-8-[(2S)-3,6-dihydro-4-methyl-2H-pyran-2-yl]-6-hydroxy-5 -[(4-methoxyphenyl)methoxy]-2,7-octadienyl ester

Base Information

Chemical Name:Propanoic acid, 2,2-dimethyl-, (2E,5S,6S,7E)-8-[(2S)-3,6-dihydro-4-methyl-2H-pyran-2-yl]-6-hydroxy-5 -[(4-methoxyphenyl)methoxy]-2,7-octadienyl ester
CAS No.:676473-77-1
Molecular Formula:C27H38O6
Molecular Weight:458.595
Hs Code.:

Propanoic acid, 2,2-dimethyl-,
(2E,5S,6S,7E)-8-[(2S)-3,6-dihydro-4-methyl-2H-pyran-2-yl]-6-hydroxy-5
-[(4-methoxyphenyl)methoxy]-2,7-octadienyl ester

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Chemical Property of Propanoic acid, 2,2-dimethyl-, (2E,5S,6S,7E)-8-[(2S)-3,6-dihydro-4-methyl-2H-pyran-2-yl]-6-hydroxy-5 -[(4-methoxyphenyl)methoxy]-2,7-octadienyl ester

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Technology Process of Propanoic acid, 2,2-dimethyl-, (2E,5S,6S,7E)-8-[(2S)-3,6-dihydro-4-methyl-2H-pyran-2-yl]-6-hydroxy-5 -[(4-methoxyphenyl)methoxy]-2,7-octadienyl ester

There total 10 articles about Propanoic acid, 2,2-dimethyl-, (2E,5S,6S,7E)-8-[(2S)-3,6-dihydro-4-methyl-2H-pyran-2-yl]-6-hydroxy-5 -[(4-methoxyphenyl)methoxy]-2,7-octadienyl ester 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%

: 676474-14-9
2,2-dimethyl-propionic acid 5-(4-methoxy-benzyloxy)-8-(4-methyl-3,6-dihydro-2H-pyran-2-yl)-6-oxo-octa-2,7-dienyl ester

: 676473-77-1
2,2-dimethyl-propionic acid 6-hydroxy-5-(4-methoxy-benzyloxy)-8-(4-methyl-3,6-dihydro-2H-pyran-2-yl)-octa-2,7-dienyl ester

Guidance literature:: With L-Selectride; In tetrahydrofuran; at -78 ℃;
DOI:10.1016/j.bmcl.2003.12.001

Reference yield:

: 3282-30-2
pivaloyl chloride

: 676473-77-1
2,2-dimethyl-propionic acid 6-hydroxy-5-(4-methoxy-benzyloxy)-8-(4-methyl-3,6-dihydro-2H-pyran-2-yl)-octa-2,7-dienyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: pyridine / CH₂Cl₂

2: 70 percent / Et₃N; LiCl / tetrahydrofuran / 0 - 20 °C

3: 70 percent / L-selectride / tetrahydrofuran / -78 °C

With pyridine; L-Selectride; triethylamine; lithium chloride; In tetrahydrofuran; dichloromethane;
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

: 676473-77-1
2,2-dimethyl-propionic acid 6-hydroxy-5-(4-methoxy-benzyloxy)-8-(4-methyl-3,6-dihydro-2H-pyran-2-yl)-octa-2,7-dienyl ester

Guidance literature:: Multi-step reaction with 11 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

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