Technology Process of (E)-(3R,6S,9R)-9-(tert-Butyl-diphenyl-silanyloxy)-3,6-bis-methoxymethoxy-dec-4-enoic acid
There total 14 articles about (E)-(3R,6S,9R)-9-(tert-Butyl-diphenyl-silanyloxy)-3,6-bis-methoxymethoxy-dec-4-enoic acid 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:
- Guidance literature:
-
(E)-(3R,6S,9R)-9-(tert-Butyl-diphenyl-silanyloxy)-1-((S)-4-isopropyl-2-thioxo-thiazolidin-3-yl)-3,6-bis-methoxymethoxy-dec-4-en-1-one;
With
1H-imidazole;
In
tetrahydrofuran;
With
citric acid;
DOI:10.1016/S0040-4039(99)02138-3
- Guidance literature:
-
Multi-step reaction with 14 steps
1.1: 82 percent / H2; HCl / PtO2 / ethyl acetate
2.1: pyridine
3.1: 46 percent / ZnCl2
4.1: LiAlH4 / tetrahydrofuran
5.1: 84 percent / imidazole
6.1: 93 percent / CuCl2*2H2O / acetonitrile
7.1: 76 percent / pyridine
8.1: iPr2NEt
9.1: 90 percent / LiAlH4 / tetrahydrofuran
10.1: (COCl)2; Et3N; DMSO
11.1: 82 percent
12.1: Sn(OTf)2; 1-ethylpiperidine / CH2Cl2 / -45 °C
13.1: 93 percent / iPr2NEt
14.1: imidazole / tetrahydrofuran
14.2: 88 percent / citric acid
With
1-ethyl-piperidine; pyridine; 1H-imidazole; hydrogenchloride; lithium aluminium tetrahydride; tin(II) trifluoromethanesulfonate; oxalyl dichloride; hydrogen; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; zinc(II) chloride;
platinum(IV) oxide;
In
tetrahydrofuran; dichloromethane; ethyl acetate; acetonitrile;
1.1: Hydrogenation / 2.1: Tosylation / 3.1: Substitution / 4.1: Reduction / 5.1: Substitution / 6.1: selective cleavage / 7.1: Acylation / 8.1: Etherification / 9.1: Reduction / 10.1: Oxidation / 11.1: Wittig olefination / 12.1: aldol-type reaction / 13.1: Substitution / 14.1: aminolysis / 14.2: Hydrolysis;
DOI:10.1016/S0040-4039(99)02138-3
- Guidance literature:
-
Multi-step reaction with 13 steps
1.1: pyridine
2.1: 46 percent / ZnCl2
3.1: LiAlH4 / tetrahydrofuran
4.1: 84 percent / imidazole
5.1: 93 percent / CuCl2*2H2O / acetonitrile
6.1: 76 percent / pyridine
7.1: iPr2NEt
8.1: 90 percent / LiAlH4 / tetrahydrofuran
9.1: (COCl)2; Et3N; DMSO
10.1: 82 percent
11.1: Sn(OTf)2; 1-ethylpiperidine / CH2Cl2 / -45 °C
12.1: 93 percent / iPr2NEt
13.1: imidazole / tetrahydrofuran
13.2: 88 percent / citric acid
With
1-ethyl-piperidine; pyridine; 1H-imidazole; lithium aluminium tetrahydride; tin(II) trifluoromethanesulfonate; oxalyl dichloride; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; zinc(II) chloride;
In
tetrahydrofuran; dichloromethane; acetonitrile;
1.1: Tosylation / 2.1: Substitution / 3.1: Reduction / 4.1: Substitution / 5.1: selective cleavage / 6.1: Acylation / 7.1: Etherification / 8.1: Reduction / 9.1: Oxidation / 10.1: Wittig olefination / 11.1: aldol-type reaction / 12.1: Substitution / 13.1: aminolysis / 13.2: Hydrolysis;
DOI:10.1016/S0040-4039(99)02138-3
