Technology Process of (2R,3R)-2-[(1S,2R,5S,6S,8S,9R)-8,10-Bis-(tert-butyl-dimethyl-silanyloxy)-2-(3,4-dimethoxy-benzyloxymethoxy)-6-methoxy-1,5,9-trimethyl-decyl]-5-methoxy-3-methyl-tetrahydro-furan
There total 23 articles about (2R,3R)-2-[(1S,2R,5S,6S,8S,9R)-8,10-Bis-(tert-butyl-dimethyl-silanyloxy)-2-(3,4-dimethoxy-benzyloxymethoxy)-6-methoxy-1,5,9-trimethyl-decyl]-5-methoxy-3-methyl-tetrahydro-furan 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:
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![(2R,3R)-2-[(1S,2R,5S,6S,8S,9R)-8,10-Bis-(tert-butyl-dimethyl-silanyloxy)-2-(3,4-dimethoxy-benzyloxymethoxy)-6-methoxy-1,5,9-trimethyl-decyl]-5-methoxy-3-methyl-tetrahydro-furan](/Databaselist/images/loading.webp)
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740836-26-4
(2R,3R)-2-[(1S,2R,5S,6S,8S,9R)-8,10-Bis-(tert-butyl-dimethyl-silanyloxy)-2-(3,4-dimethoxy-benzyloxymethoxy)-6-methoxy-1,5,9-trimethyl-decyl]-5-methoxy-3-methyl-tetrahydro-furan
- Guidance literature:
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With
N-ethyl-N,N-diisopropylamine;
In
dichloromethane;
at 20 ℃;
for 3h;
DOI:10.1016/j.tet.2006.06.046
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740836-26-4
(2R,3R)-2-[(1S,2R,5S,6S,8S,9R)-8,10-Bis-(tert-butyl-dimethyl-silanyloxy)-2-(3,4-dimethoxy-benzyloxymethoxy)-6-methoxy-1,5,9-trimethyl-decyl]-5-methoxy-3-methyl-tetrahydro-furan
- Guidance literature:
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Multi-step reaction with 13 steps
1.1: 8.15 g / imidazole / dimethylformamide / 11 h / 50 °C
2.1: 92 percent / H2; NaHCO3 / Pd/C / ethyl acetate / 11 h / 20 °C
3.1: 89 percent / oxalyl chloride; DMSO; triethylamine / CH2Cl2 / -78 - 0 °C
4.1: dibutylboron triflate; Et3N / CH2Cl2 / 0.67 h / 0 °C
4.2: 100 percent / CH2Cl2 / 2.33 h / -78 - 0 °C
5.1: 100 percent / LiBH4; EtOH / 0.5 h / -10 °C
6.1: 99 percent / tributylphosphine / dimethylformamide / 11 h / 20 °C
7.1: 99 percent / m-chloroperoxybenzoic acid; NaHCO3 / CH2Cl2 / 0.33 h / 0 - 20 °C
8.1: 95 percent / NaH / tetrahydrofuran / 16 h / 20 °C
9.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C
9.2: 67 percent / tetrahydrofuran; hexane / -78 °C
10.1: 196 mg / sodium amalgam; Na2HPO4 / methanol / 2 h / 0 °C
11.1: 89 percent / Ca; iPrOH; liquid NH3 / tetrahydrofuran / 1.5 h / -78 °C
12.1: 95 percent / H2; NaHCO3 / Pd/C / ethanol / 18 h / 20 °C
13.1: 84 percent / iPr2NEt / CH2Cl2 / 3 h / 20 °C
With
1H-imidazole; disodium hydrogenphosphate; sodium amalgam; lithium borohydride; n-butyllithium; oxalyl dichloride; ethanol; tributylphosphine; di-n-butylboryl trifluoromethanesulfonate; ammonia; hydrogen; sodium hydride; sodium hydrogencarbonate; calcium; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; isopropyl alcohol;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
9.2: Julia coupling;
DOI:10.1016/j.tet.2006.06.046
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740836-26-4
(2R,3R)-2-[(1S,2R,5S,6S,8S,9R)-8,10-Bis-(tert-butyl-dimethyl-silanyloxy)-2-(3,4-dimethoxy-benzyloxymethoxy)-6-methoxy-1,5,9-trimethyl-decyl]-5-methoxy-3-methyl-tetrahydro-furan
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C
1.2: 67 percent / tetrahydrofuran; hexane / -78 °C
2.1: 196 mg / sodium amalgam; Na2HPO4 / methanol / 2 h / 0 °C
3.1: 89 percent / Ca; iPrOH; liquid NH3 / tetrahydrofuran / 1.5 h / -78 °C
4.1: 95 percent / H2; NaHCO3 / Pd/C / ethanol / 18 h / 20 °C
5.1: 84 percent / iPr2NEt / CH2Cl2 / 3 h / 20 °C
With
disodium hydrogenphosphate; sodium amalgam; n-butyllithium; ammonia; hydrogen; sodium hydrogencarbonate; calcium; N-ethyl-N,N-diisopropylamine; isopropyl alcohol;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; ethanol; hexane; dichloromethane;
1.2: Julia coupling;
DOI:10.1016/j.tet.2006.06.046
