Technology Process of (2R,4R,5S,6R)-2-Allyloxy-6-(R)-1,4-dioxa-spiro[4.5]dec-2-yl-4-phosphonooxy-5-((2R,3S,4S,5R,6R)-3,4,5-tris-benzoyloxy-6-benzoyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-carboxylic acid methyl ester
There total 11 articles about (2R,4R,5S,6R)-2-Allyloxy-6-(R)-1,4-dioxa-spiro[4.5]dec-2-yl-4-phosphonooxy-5-((2R,3S,4S,5R,6R)-3,4,5-tris-benzoyloxy-6-benzoyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-carboxylic acid methyl ester 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,4R,5S,6R)-2-Allyloxy-6-(R)-1,4-dioxa-spiro[4.5]dec-2-yl-4-phosphonooxy-5-((2R,3S,4S,5R,6R)-3,4,5-tris-benzoyloxy-6-benzoyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-carboxylic acid methyl ester](/Databaselist/images/loading.webp)
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135195-76-5
(2R,4R,5S,6R)-2-Allyloxy-6-(R)-1,4-dioxa-spiro[4.5]dec-2-yl-4-phosphonooxy-5-((2R,3S,4S,5R,6R)-3,4,5-tris-benzoyloxy-6-benzoyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-carboxylic acid methyl ester
- Guidance literature:
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With
pyridine; silver carbonate; zinc;
In
acetic acid;
for 18h;
Ambient temperature;
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14218-11-2,14218-30-5,61198-88-7,108438-33-1,108836-02-8,114682-36-9,127305-34-4,151377-77-4
2,3,4,6-Tetra-O-benzoyl-α-D-mannopyranosyl bromide
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135195-76-5
(2R,4R,5S,6R)-2-Allyloxy-6-(R)-1,4-dioxa-spiro[4.5]dec-2-yl-4-phosphonooxy-5-((2R,3S,4S,5R,6R)-3,4,5-tris-benzoyloxy-6-benzoyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-carboxylic acid methyl ester
- Guidance literature:
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Multi-step reaction with 4 steps
1: 70.5 percent / N,N,N',N'-tetramethylurea, silver trifluoromethylsulphonate / 1,2-dichloro-ethane / 40 °C
2: 94 percent / Bu4NF / tetrahydrofuran / 1 h / Ambient temperature
3: 91 percent / N-methylimidazole / tetrahydrofuran / 1 h / 40 °C
4: 514 mg / Zn, Ag2CO3, pyridine / acetic acid / 18 h / Ambient temperature
With
pyridine; 1-methyl-1H-imidazole; tetrabutyl ammonium fluoride; silver trifluoromethanesulfonate; silver carbonate; tetramethylurea; zinc;
In
tetrahydrofuran; acetic acid; 1,2-dichloro-ethane;
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135195-76-5
(2R,4R,5S,6R)-2-Allyloxy-6-(R)-1,4-dioxa-spiro[4.5]dec-2-yl-4-phosphonooxy-5-((2R,3S,4S,5R,6R)-3,4,5-tris-benzoyloxy-6-benzoyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-carboxylic acid methyl ester
- Guidance literature:
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Multi-step reaction with 7 steps
1: 61 percent / CuSO4, p-TsOH / dioxane / Ambient temperature
2: 1) Bu2SnO, 2) Bu4NBr / 1) toluene, 2h, reflux, 2) 17h, reflux
3: 65 percent / methanol; CHCl3 / 2 h / Ambient temperature
4: 70.5 percent / N,N,N',N'-tetramethylurea, silver trifluoromethylsulphonate / 1,2-dichloro-ethane / 40 °C
5: 94 percent / Bu4NF / tetrahydrofuran / 1 h / Ambient temperature
6: 91 percent / N-methylimidazole / tetrahydrofuran / 1 h / 40 °C
7: 514 mg / Zn, Ag2CO3, pyridine / acetic acid / 18 h / Ambient temperature
With
pyridine; 1-methyl-1H-imidazole; tetrabutyl ammonium fluoride; tetrabutylammomium bromide; silver trifluoromethanesulfonate; di(n-butyl)tin oxide; toluene-4-sulfonic acid; copper(II) sulfate; silver carbonate; tetramethylurea; zinc;
In
tetrahydrofuran; 1,4-dioxane; methanol; chloroform; acetic acid; 1,2-dichloro-ethane;
