Technology Process of (Z)-3-[(2S,3R,6S,7R)-6-Benzyloxy-7-benzyloxymethyl-3-(tert-butyl-diphenyl-silanyloxy)-2,3,6,7-tetrahydro-oxepin-2-yl]-prop-2-en-1-ol
There total 11 articles about (Z)-3-[(2S,3R,6S,7R)-6-Benzyloxy-7-benzyloxymethyl-3-(tert-butyl-diphenyl-silanyloxy)-2,3,6,7-tetrahydro-oxepin-2-yl]-prop-2-en-1-ol 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:
-
With
quinoline; hydrogen;
Lindlar's catalyst;
In
ethanol;
at 25 ℃;
for 72h;
DOI:10.1055/s-2002-34904
- Guidance literature:
-
Multi-step reaction with 10 steps
1: imidazole / dimethylformamide / 22.5 h / 70 °C
2: DIBALH / CH2Cl2 / 1 h / -78 °C
3: (COCl)2; DMSO; Et3N / CH2Cl2 / 0.83 h / -78 - -47 °C
4: PPh3 / CH2Cl2 / 6 h / -78 °C
5: MeLi / tetrahydrofuran / 1.75 h / -78 - 25 °C
6: 69 percent / aq. TFA / tetrahydrofuran / 84 h / 25 °C
7: 91 percent / NaH; TBAI / tetrahydrofuran / 9 h / 25 °C
8: 76 percent / BuLi / 3 h / -78 °C
9: 98 percent / DIBALH / CH2Cl2 / 4 h / -78 °C
10: 98 percent / H2; quinoline / Lindlar catalyst / ethanol / 72 h / 25 °C
With
1H-imidazole; quinoline; n-butyllithium; oxalyl dichloride; methyllithium; hydrogen; tetra-(n-butyl)ammonium iodide; sodium hydride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; triphenylphosphine; trifluoroacetic acid;
Lindlar's catalyst;
In
tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;
3: Swern oxidation / 4: Wittig reaction;
DOI:10.1055/s-2002-34904
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-
475641-58-8
2,2-Dimethyl-propionic acid (2R,4aR,6S,7R,9aS)-7-hydroxy-2-phenyl-4a,6,7,9a-tetrahydro-4H-1,3,5-trioxa-benzocyclohepten-6-ylmethyl ester
- Guidance literature:
-
Multi-step reaction with 10 steps
1: imidazole / dimethylformamide / 22.5 h / 70 °C
2: DIBALH / CH2Cl2 / 1 h / -78 °C
3: (COCl)2; DMSO; Et3N / CH2Cl2 / 0.83 h / -78 - -47 °C
4: PPh3 / CH2Cl2 / 6 h / -78 °C
5: MeLi / tetrahydrofuran / 1.75 h / -78 - 25 °C
6: 69 percent / aq. TFA / tetrahydrofuran / 84 h / 25 °C
7: 91 percent / NaH; TBAI / tetrahydrofuran / 9 h / 25 °C
8: 76 percent / BuLi / 3 h / -78 °C
9: 98 percent / DIBALH / CH2Cl2 / 4 h / -78 °C
10: 98 percent / H2; quinoline / Lindlar catalyst / ethanol / 72 h / 25 °C
With
1H-imidazole; quinoline; n-butyllithium; oxalyl dichloride; methyllithium; hydrogen; tetra-(n-butyl)ammonium iodide; sodium hydride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; triphenylphosphine; trifluoroacetic acid;
Lindlar's catalyst;
In
tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;
3: Swern oxidation / 4: Wittig reaction;
DOI:10.1055/s-2002-34904
