Technology Process of Benzoic acid (1R,3R,5R)-6-(tert-butyl-diphenyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,2,5-trimethyl-1-vinyl-hexyl ester
There total 17 articles about Benzoic acid (1R,3R,5R)-6-(tert-butyl-diphenyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,2,5-trimethyl-1-vinyl-hexyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
(1S)-10-camphorsulfonic acid;
In
dichloromethane;
for 48h;
DOI:10.1021/jo0503862
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: n-BuLi / tetrahydrofuran; hexane / 0.67 h / 0 °C
1.2: tetrahydrofuran; hexane / 4 h / 0 °C
2.1: DIBAL-H / CH2Cl2 / -78 - 20 °C
3.1: oxalyl chloride DMSO; Et3N / CH2Cl2 / -78 - 20 °C
4.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / 0 °C
4.2: tetrahydrofuran; hexane / 1 h / -50 °C
5.1: Dess-Martin periodinane / CH2Cl2 / 2 h / 20 °C
6.1: SmI2 / tetrahydrofuran; methanol / -78 - 20 °C
7.1: 99 percent / DDQ / CH2Cl2; H2O / 1.5 h / 0 - 20 °C
8.1: 60 percent / SmI2 / tetrahydrofuran / 0.17 h / -10 °C
9.1: 51 percent / 10-camphorsulfonic acid / CH2Cl2 / 48 h
With
n-butyllithium; samarium diiodide; oxalyl dichloride; (1S)-10-camphorsulfonic acid; diisobutylaluminium hydride; Dess-Martin periodane; dimethyl sulfoxide; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone;
In
tetrahydrofuran; methanol; hexane; dichloromethane; water;
1.2: Wittig methylenation / 3.1: Swern oxidation / 8.1: Evans-Tishchenko reaction;
DOI:10.1021/jo0503862
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: oxalyl chloride DMSO; Et3N / CH2Cl2 / -78 - 20 °C
2.1: n-BuLi / tetrahydrofuran; hexane / 0.67 h / 0 °C
2.2: tetrahydrofuran; hexane / 4 h / 0 °C
3.1: DIBAL-H / CH2Cl2 / -78 - 20 °C
4.1: oxalyl chloride DMSO; Et3N / CH2Cl2 / -78 - 20 °C
5.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / 0 °C
5.2: tetrahydrofuran; hexane / 1 h / -50 °C
6.1: Dess-Martin periodinane / CH2Cl2 / 2 h / 20 °C
7.1: SmI2 / tetrahydrofuran; methanol / -78 - 20 °C
8.1: 99 percent / DDQ / CH2Cl2; H2O / 1.5 h / 0 - 20 °C
9.1: 60 percent / SmI2 / tetrahydrofuran / 0.17 h / -10 °C
10.1: 51 percent / 10-camphorsulfonic acid / CH2Cl2 / 48 h
With
n-butyllithium; samarium diiodide; oxalyl dichloride; (1S)-10-camphorsulfonic acid; diisobutylaluminium hydride; Dess-Martin periodane; dimethyl sulfoxide; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone;
In
tetrahydrofuran; methanol; hexane; dichloromethane; water;
1.1: Swern oxidation / 2.2: Wittig methylenation / 4.1: Swern oxidation / 9.1: Evans-Tishchenko reaction;
DOI:10.1021/jo0503862
