Technology Process of {(S)-3-[2-((1S,6S)-6-Benzyloxy-3-formyl-1-methyl-cyclohex-2-enyl)-acetyl]-2,2,4-trimethyl-cyclohex-3-enyl}-acetic acid methyl ester
There total 13 articles about {(S)-3-[2-((1S,6S)-6-Benzyloxy-3-formyl-1-methyl-cyclohex-2-enyl)-acetyl]-2,2,4-trimethyl-cyclohex-3-enyl}-acetic acid methyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 13 steps
1: (COCl)2
3: AgOCOPh
4: DIBAL-H
5: Et3N; DMAP
6: t-BuLi / tetrahydrofuran / -78 - 3 °C
8: TBAF
10: NaClO2
11: TFAA; 2,6-lutidine
12: H3O(1+) / tetrahydrofuran
With
2,6-dimethylpyridine; dmap; sodium chlorite; oxalyl dichloride; oxonium; tetrabutyl ammonium fluoride; tert.-butyl lithium; silver benzoate; diisobutylaluminium hydride; triethylamine; trifluoroacetic anhydride;
In
tetrahydrofuran;
1: Chlorination / 2: Alkylation / 3: Arndt-Eistert homologation; esterification / 4: Reduction / 5: silylation / 6: Alkylation / 7: Dess-Martin oxidation / 8: desilylation / 9: Dess-Martin oxidation / 10: Oxidation / 11: Pummerer reaction / 12: Hydrolysis / 13: Esterification;
DOI:10.1016/S0040-4039(99)00828-X
- Guidance literature:
-
Multi-step reaction with 9 steps
1: Et3N; DMAP
2: t-BuLi / tetrahydrofuran / -78 - 3 °C
4: TBAF
6: NaClO2
7: TFAA; 2,6-lutidine
8: H3O(1+) / tetrahydrofuran
With
2,6-dimethylpyridine; dmap; sodium chlorite; oxonium; tetrabutyl ammonium fluoride; tert.-butyl lithium; triethylamine; trifluoroacetic anhydride;
In
tetrahydrofuran;
1: silylation / 2: Alkylation / 3: Dess-Martin oxidation / 4: desilylation / 5: Dess-Martin oxidation / 6: Oxidation / 7: Pummerer reaction / 8: Hydrolysis / 9: Esterification;
DOI:10.1016/S0040-4039(99)00828-X
- Guidance literature:
-
Multi-step reaction with 12 steps
2: AgOCOPh
3: DIBAL-H
4: Et3N; DMAP
5: t-BuLi / tetrahydrofuran / -78 - 3 °C
7: TBAF
9: NaClO2
10: TFAA; 2,6-lutidine
11: H3O(1+) / tetrahydrofuran
With
2,6-dimethylpyridine; dmap; sodium chlorite; oxonium; tetrabutyl ammonium fluoride; tert.-butyl lithium; silver benzoate; diisobutylaluminium hydride; triethylamine; trifluoroacetic anhydride;
In
tetrahydrofuran;
1: Alkylation / 2: Arndt-Eistert homologation; esterification / 3: Reduction / 4: silylation / 5: Alkylation / 6: Dess-Martin oxidation / 7: desilylation / 8: Dess-Martin oxidation / 9: Oxidation / 10: Pummerer reaction / 11: Hydrolysis / 12: Esterification;
DOI:10.1016/S0040-4039(99)00828-X