Technology Process of (2E,6S,7S,8E,10S,11R,12S,14R)-ethyl 15-(3-(benzyloxy)-5-bromo-2-methoxyphenyl)-7-hydroxy-6,12-dimethoxy-11-(methoxymethoxy)-2,8,10,14-tetramethylpentadeca-2,8-dienoate
There total 39 articles about (2E,6S,7S,8E,10S,11R,12S,14R)-ethyl 15-(3-(benzyloxy)-5-bromo-2-methoxyphenyl)-7-hydroxy-6,12-dimethoxy-11-(methoxymethoxy)-2,8,10,14-tetramethylpentadeca-2,8-dienoate 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:
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869732-18-3
(2E,6S,7S,8E,10S,11R,12S,14R)-ethyl 15-(3-(benzyloxy)-5-bromo-2-methoxyphenyl)-7-hydroxy-6,12-dimethoxy-11-(methoxymethoxy)-2,8,10,14-tetramethylpentadeca-2,8-dienoate
- Guidance literature:
-
1-(benzyloxy)-5-bromo-2-methoxy-3-((2R,4S,5R,6S)-4-methoxy-5-(methoxymethoxy)-2,6-dimethylnon-7-yn-1-yl)benzene;
With
Schwartz's reagent;
In
toluene;
at 50 ℃;
for 6h;
Inert atmosphere;
With
dimethyl zinc(II);
In
toluene;
at -78 - 0 ℃;
Inert atmosphere;
(6S,2E)-ethyl 6-methoxy-2-methyl-7-oxohept-2-enoate;
In
toluene;
at 0 ℃;
for 1h;
diastereoselective reaction;
Inert atmosphere;
DOI:10.1016/j.tet.2014.03.020
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869732-18-3
(2E,6S,7S,8E,10S,11R,12S,14R)-ethyl 15-(3-(benzyloxy)-5-bromo-2-methoxyphenyl)-7-hydroxy-11-(methoxymethoxy)-6,12-dimethoxy-2,8,10,14-tetramethylpentadeca-2,8-dienoate
- Guidance literature:
-
1-(benzyloxy)-5-bromo-2-methoxy-3-((2R,4S,5R,6S)-4-methoxy-5-(methoxymethoxy)-2,6-dimethylnon-7-yn-1-yl)benzene;
With
Schwartz's reagent;
In
toluene;
at 50 ℃;
for 6h;
With
dimethyl zinc(II);
In
toluene;
at -65 - 0 ℃;
(6S,2E)-ethyl 6-methoxy-2-methyl-7-oxohept-2-enoate;
In
toluene;
at 0 ℃;
for 1h;
DOI:10.1021/ja055384d
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869732-18-3
(2E,6S,7S,8E,10S,11R,12S,14R)-ethyl 15-(3-(benzyloxy)-5-bromo-2-methoxyphenyl)-7-hydroxy-11-(methoxymethoxy)-6,12-dimethoxy-2,8,10,14-tetramethylpentadeca-2,8-dienoate
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 99 percent / 1H-imidazole / dimethylformamide / 0 - 20 °C
2.1: DIBAL-H / toluene / 2 h / -78 °C
3.1: 19.8 g / benzene / 2 h / Heating
4.1: 95 percent / 4 Angstroem molecular sieves; Proton-Sponge / CH2Cl2 / 3 h / 20 °C
5.1: 99 percent / HCl / methanol / 1 h / 20 °C
6.1: 99 percent / oxalyl chloride; DMSO; Et3N / CH2Cl2 / 4 h / 20 °C
7.1: Cp2ZrHCl / toluene / 6 h / 50 °C
7.2: ZnMe2 / toluene / -65 - 0 °C
7.3: 55 percent / toluene / 1 h / 0 °C
With
1H-imidazole; hydrogenchloride; Schwartz's reagent; oxalyl dichloride; 4 A molecular sieve; Proton-Sponge; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine;
In
methanol; dichloromethane; N,N-dimethyl-formamide; toluene; benzene;
6.1: Swern oxidation;
DOI:10.1021/ja055384d
