Technology Process of (6S,2Z)-2-bromo-7-methyl-6-[N-(2,4,6-trimethylphenylsulfonyl)amino]oct-2-en-1-yl methylsulfonate
There total 10 articles about (6S,2Z)-2-bromo-7-methyl-6-[N-(2,4,6-trimethylphenylsulfonyl)amino]oct-2-en-1-yl methylsulfonate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
triethylamine;
In
tetrahydrofuran;
at -78 - 0 ℃;
for 0.5h;
DOI:10.1021/jo016320y
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: NaH / tetrahydrofuran / 0.67 h / -78 - 20 °C
1.2: 4.74 g / tetrahydrofuran / 2 h / 0 °C
2.1: 80 percent / hydrogen / Pd/C / ethyl acetate / 3 h / atmospheric pressure
3.1: 83 percent / DIBAL-H / CHCl3; toluene / 2 h / -78 - 0 °C
4.1: oxalyl chloride; DMSO; diisopropylethylamine / CH2Cl2 / 1.67 h / -78 - 0 °C
5.1: 156 mg / CHCl3 / 10 h / 50 °C
6.1: 91 percent / DIBAL-H / CHCl3; toluene / 2 h / -78 - 0 °C
7.1: trifluoroacetic acid / 0.5 h / 0 °C
8.1: 113 mg / Et3N / CHCl3 / 0.5 h / 0 °C
9.1: 96 percent / Et3N / tetrahydrofuran / 0.5 h / -78 - 0 °C
With
oxalyl dichloride; hydrogen; sodium hydride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid;
palladium on activated charcoal;
In
tetrahydrofuran; dichloromethane; chloroform; ethyl acetate; toluene;
DOI:10.1021/jo016320y
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: oxalyl chloride; DMSO; diisopropylethylamine / CH2Cl2 / 1.25 h / -78 - 0 °C
2.1: NaH / tetrahydrofuran / 0.67 h / -78 - 20 °C
2.2: 4.74 g / tetrahydrofuran / 2 h / 0 °C
3.1: 80 percent / hydrogen / Pd/C / ethyl acetate / 3 h / atmospheric pressure
4.1: 83 percent / DIBAL-H / CHCl3; toluene / 2 h / -78 - 0 °C
5.1: oxalyl chloride; DMSO; diisopropylethylamine / CH2Cl2 / 1.67 h / -78 - 0 °C
6.1: 156 mg / CHCl3 / 10 h / 50 °C
7.1: 91 percent / DIBAL-H / CHCl3; toluene / 2 h / -78 - 0 °C
8.1: trifluoroacetic acid / 0.5 h / 0 °C
9.1: 113 mg / Et3N / CHCl3 / 0.5 h / 0 °C
10.1: 96 percent / Et3N / tetrahydrofuran / 0.5 h / -78 - 0 °C
With
oxalyl dichloride; hydrogen; sodium hydride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid;
palladium on activated charcoal;
In
tetrahydrofuran; dichloromethane; chloroform; ethyl acetate; toluene;
DOI:10.1021/jo016320y