Technology Process of (2E,8E,10E,12E)-(4S,6S,7S)-14-Benzyloxy-7-methoxymethoxy-2,4,6,12-tetramethyl-tetradeca-2,8,10,12-tetraenoic acid ethyl ester
There total 11 articles about (2E,8E,10E,12E)-(4S,6S,7S)-14-Benzyloxy-7-methoxymethoxy-2,4,6,12-tetramethyl-tetradeca-2,8,10,12-tetraenoic acid ethyl 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:
-
-
112505-72-3
(2E,8E,10E,12E)-(4S,6S,7S)-14-Benzyloxy-7-methoxymethoxy-2,4,6,12-tetramethyl-tetradeca-2,8,10,12-tetraenoic acid ethyl ester
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 1.) NaH / 1.) THF, RT, 10 min, 2.) RT, 30 min
2: 88 percent / i-Bu2AlH / diethyl ether; hexane / 0.33 h / -70 °C
3: 14.58 g / NBS, dimethyl sulfide / CH2Cl2 / 1 h
4: 84 percent / 0.58 h / 100 °C
5: t-BuOK / tetrahydrofuran / 0.75 h / -78 - -45 °C
6: aq. AcOH / tetrahydrofuran / 1.17 h / 60 - 65 °C
7: acetonitrile / 16 h / 80 - 85 °C
8: i-Pr2NEt / CH2Cl2
With
N-Bromosuccinimide; dimethylsulfide; potassium tert-butylate; sodium hydride; diisobutylaluminium hydride; acetic acid; N-ethyl-N,N-diisopropylamine;
In
tetrahydrofuran; diethyl ether; hexane; dichloromethane; acetonitrile;
DOI:10.1021/jo00240a032
-
-
112505-72-3
(2E,8E,10E,12E)-(4S,6S,7S)-14-Benzyloxy-7-methoxymethoxy-2,4,6,12-tetramethyl-tetradeca-2,8,10,12-tetraenoic acid ethyl ester
- Guidance literature:
-
Multi-step reaction with 5 steps
1: 1.) DMSO/oxalyl chloride, 2.) Et3N / 1.) CH2Cl2, from -60 to -30 deg C, 28 min, 2.) RT, 30 min
2: t-BuOK / tetrahydrofuran / 0.75 h / -78 - -45 °C
3: aq. AcOH / tetrahydrofuran / 1.17 h / 60 - 65 °C
4: acetonitrile / 16 h / 80 - 85 °C
5: i-Pr2NEt / CH2Cl2
With
oxalyl dichloride; potassium tert-butylate; acetic acid; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine;
In
tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1021/jo00240a032
-
-
112505-72-3
(2E,8E,10E,12E)-(4S,6S,7S)-14-Benzyloxy-7-methoxymethoxy-2,4,6,12-tetramethyl-tetradeca-2,8,10,12-tetraenoic acid ethyl ester
- Guidance literature:
-
Multi-step reaction with 4 steps
1: t-BuOK / tetrahydrofuran / 0.75 h / -78 - -45 °C
2: aq. AcOH / tetrahydrofuran / 1.17 h / 60 - 65 °C
3: acetonitrile / 16 h / 80 - 85 °C
4: i-Pr2NEt / CH2Cl2
With
potassium tert-butylate; acetic acid; N-ethyl-N,N-diisopropylamine;
In
tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1021/jo00240a032
