Technology Process of (2S,3S,4R,5R,6S)-4,5-Bis-benzyloxy-6-((2S,3S,4R,5R,6S)-4,5-bis-benzyloxy-2-methyl-6-methylsulfanyl-tetrahydro-pyran-3-yloxy)-2-methyl-tetrahydro-pyran-3-ol
There total 14 articles about (2S,3S,4R,5R,6S)-4,5-Bis-benzyloxy-6-((2S,3S,4R,5R,6S)-4,5-bis-benzyloxy-2-methyl-6-methylsulfanyl-tetrahydro-pyran-3-yloxy)-2-methyl-tetrahydro-pyran-3-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:
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142998-04-7
Acetic acid (2S,3S,4R,5R,6S)-4,5-bis-benzyloxy-6-((2S,3S,4R,5R,6S)-4,5-bis-benzyloxy-2-methyl-6-methylsulfanyl-tetrahydro-pyran-3-yloxy)-2-methyl-tetrahydro-pyran-3-yl ester
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142998-05-8
(2S,3S,4R,5R,6S)-4,5-Bis-benzyloxy-6-((2S,3S,4R,5R,6S)-4,5-bis-benzyloxy-2-methyl-6-methylsulfanyl-tetrahydro-pyran-3-yloxy)-2-methyl-tetrahydro-pyran-3-ol
- Guidance literature:
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With
sodium methylate;
In
methanol;
DOI:10.1248/cpb.42.1365
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142998-05-8
(2S,3S,4R,5R,6S)-4,5-Bis-benzyloxy-6-((2S,3S,4R,5R,6S)-4,5-bis-benzyloxy-2-methyl-6-methylsulfanyl-tetrahydro-pyran-3-yloxy)-2-methyl-tetrahydro-pyran-3-ol
- Guidance literature:
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Multi-step reaction with 2 steps
1: 73 percent / TMSOTf / CH2Cl2 / 0.05 h
2: NaOMe; MeOH / 20 °C
With
methanol; trimethylsilyl trifluoromethanesulfonate; sodium methylate;
In
dichloromethane;
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142998-05-8
(2S,3S,4R,5R,6S)-4,5-Bis-benzyloxy-6-((2S,3S,4R,5R,6S)-4,5-bis-benzyloxy-2-methyl-6-methylsulfanyl-tetrahydro-pyran-3-yloxy)-2-methyl-tetrahydro-pyran-3-ol
- Guidance literature:
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Multi-step reaction with 10 steps
1.1: TsOH / dimethylformamide; acetone / 4 h / 20 °C
2.1: pyridine / 20 °C
3.1: 100 percent / TFA / methanol / 0.5 h
4.1: Bu2SnO / toluene / 2 h / Heating
4.2: 85 percent / n-Bu4NF / toluene / 12 h / 20 °C
5.1: 80 percent / NaH / dimethylformamide / 1.25 h
6.1: 99 percent / (Ph3P)3RhCl; DABCO; Ph3P / benzene; ethanol; H2O / 1 h / Heating
7.1: 100 percent / aq. H2O2; SeO2; aq. phosphate buffer / acetonitrile / 3 h / 20 °C / pH 7
8.1: DBU / CH2Cl2
9.1: 73 percent / TMSOTf / CH2Cl2 / 0.05 h
10.1: NaOMe; MeOH / 20 °C
With
pyridine; 1,4-diaza-bicyclo[2.2.2]octane; methanol; Wilkinson's catalyst; selenium(IV) oxide; phosphate buffer; trimethylsilyl trifluoromethanesulfonate; dihydrogen peroxide; sodium methylate; sodium hydride; di(n-butyl)tin oxide; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triphenylphosphine; trifluoroacetic acid;
In
methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; toluene; acetonitrile; benzene;