Technology Process of methyl (2RS,3SR,4SR,5RS,6RS)-6-O-benzyl-3,5-O-isopropylidene-3,5,6,7-tetrahydroxy-2,4,6-trimethylheptanoate
There total 19 articles about methyl (2RS,3SR,4SR,5RS,6RS)-6-O-benzyl-3,5-O-isopropylidene-3,5,6,7-tetrahydroxy-2,4,6-trimethylheptanoate 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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95513-97-6
methyl (2RS,3SR,4SR,5RS,6RS)-7-O-acetyl-6-O-benzyl-3,5-O-isopropylidene-3,5,6,7-tetrahydroxy-2,4,6-trimethylheptanoate
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95513-99-8
methyl (2RS,3SR,4SR,5RS,6RS)-6-O-benzyl-3,5-O-isopropylidene-3,5,6,7-tetrahydroxy-2,4,6-trimethylheptanoate
- Guidance literature:
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With
potassium hydroxide;
In
methanol;
for 0.75h;
Ambient temperature;
DOI:10.1021/jo00212a018
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95587-29-4
2,6-di-tert-butyl-4-methylphenyl-(2SR,3RS,4SR,5RS,6SR)-2-O-benzyl-3,5-O-isopropylidene-2,3,5-trihydroxy-2,4,6,8-tetramethylnon-7-enoate
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95513-99-8
methyl (2RS,3SR,4SR,5RS,6RS)-6-O-benzyl-3,5-O-isopropylidene-3,5,6,7-tetrahydroxy-2,4,6-trimethylheptanoate
- Guidance literature:
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Multi-step reaction with 6 steps
1: 81 percent / LiAlH4 / tetrahydrofuran / 72 h / Heating
2: 95 percent / pyridine / 14 h / Ambient temperature
3: 1.) ozone, 2.) dimethyl sulfide / 1.) methanol, -78 deg C, 2.) methanol, from -78 deg C to RT
4: pyridinium dichromate / dimethylformamide / 16 h / Ambient temperature
5: diethyl ether / Ambient temperature
6: 96 percent / potassium hydroxide / methanol / 0.75 h / Ambient temperature
With
pyridine; potassium hydroxide; lithium aluminium tetrahydride; dipyridinium dichromate; dimethylsulfide; ozone;
In
tetrahydrofuran; methanol; diethyl ether; N,N-dimethyl-formamide;
DOI:10.1021/jo00212a018
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95513-99-8
methyl (2RS,3SR,4SR,5RS,6RS)-6-O-benzyl-3,5-O-isopropylidene-3,5,6,7-tetrahydroxy-2,4,6-trimethylheptanoate
- Guidance literature:
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Multi-step reaction with 8 steps
1: 1.) diisopropylamine, n-butyllithium 2.) N,N,N',N'-tetramethylethylenediamine / 1.) THF, hexanes, -78 deg C, 1 h. 2.) -78 deg C, 20 min.
2: 53 percent / H2SO4 / 0.25 h / Ambient temperature
3: 48 percent / LiAlH4 / tetrahydrofuran / 1.5 h / 25 °C
4: 95 percent / pyridine / 14 h / Ambient temperature
5: 1.) ozone, 2.) dimethyl sulfide / 1.) methanol, -78 deg C, 2.) methanol, from -78 deg C to RT
6: pyridinium dichromate / dimethylformamide / 16 h / Ambient temperature
7: diethyl ether / Ambient temperature
8: 96 percent / potassium hydroxide / methanol / 0.75 h / Ambient temperature
With
pyridine; potassium hydroxide; lithium aluminium tetrahydride; dipyridinium dichromate; n-butyllithium; dimethylsulfide; N,N,N,N,-tetramethylethylenediamine; sulfuric acid; ozone; diisopropylamine;
In
tetrahydrofuran; methanol; diethyl ether; N,N-dimethyl-formamide;
DOI:10.1021/jo00212a018
