Technology Process of (3S,4S,5R)-4,5-Bis-benzyloxy-3,6-dihydroxy-3-((Z)-styryl)-hexanethioic acid S-tert-butyl ester
There total 6 articles about (3S,4S,5R)-4,5-Bis-benzyloxy-3,6-dihydroxy-3-((Z)-styryl)-hexanethioic acid S-tert-butyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
hydrogen;
Lindlar's catalyst;
In
ethyl acetate;
for 48h;
Ambient temperature;
DOI:10.1021/jo9711089
- Guidance literature:
-
Multi-step reaction with 6 steps
1: 1.) DMSO (COCl)2, 2.) Et3N / 1.) CH2Cl2, -78 deg C, 1 h, 2.) warm to room temperature
2: 80 percent / n-BuLi / tetrahydrofuran; hexane / 0.33 h / 0 °C
3: 1.) DMSO (COCl)2, 2.) Et3N / 1.) CH2Cl2, -78 deg C, 1 h, 2.) warm to room temperature
4: 94 percent / LHMDS / tetrahydrofuran / 1.) -78 deg C, 30 min, 2.) 30 min
5: 95 percent / TBAF, HF / tetrahydrofuran / Ambient temperature
6: 78 percent / H2 / Lindlar catalyst / ethyl acetate / 48 h / Ambient temperature
With
n-butyllithium; oxalyl dichloride; hydrogen fluoride; tetrabutyl ammonium fluoride; hydrogen; dimethyl sulfoxide; triethylamine; lithium hexamethyldisilazane;
Lindlar's catalyst;
In
tetrahydrofuran; hexane; ethyl acetate;
DOI:10.1021/jo9711089
- Guidance literature:
-
Multi-step reaction with 5 steps
1: 80 percent / n-BuLi / tetrahydrofuran; hexane / 0.33 h / 0 °C
2: 1.) DMSO (COCl)2, 2.) Et3N / 1.) CH2Cl2, -78 deg C, 1 h, 2.) warm to room temperature
3: 94 percent / LHMDS / tetrahydrofuran / 1.) -78 deg C, 30 min, 2.) 30 min
4: 95 percent / TBAF, HF / tetrahydrofuran / Ambient temperature
5: 78 percent / H2 / Lindlar catalyst / ethyl acetate / 48 h / Ambient temperature
With
n-butyllithium; oxalyl dichloride; hydrogen fluoride; tetrabutyl ammonium fluoride; hydrogen; dimethyl sulfoxide; triethylamine; lithium hexamethyldisilazane;
Lindlar's catalyst;
In
tetrahydrofuran; hexane; ethyl acetate;
DOI:10.1021/jo9711089
