Technology Process of (2S,3S,4S,5R,6R)-3,4-Bis-benzyloxy-6-((2R,4aR,6S,7S,8S,8aR)-8-benzyloxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy)-5-(2,2-dimethyl-propionyloxy)-tetrahydro-pyran-2-carboxylic acid methyl ester
There total 8 articles about (2S,3S,4S,5R,6R)-3,4-Bis-benzyloxy-6-((2R,4aR,6S,7S,8S,8aR)-8-benzyloxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy)-5-(2,2-dimethyl-propionyloxy)-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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![(2S,3S,4S,5R,6R)-3,4-Bis-benzyloxy-6-((2R,4aR,6S,7S,8S,8aR)-8-benzyloxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy)-5-(2,2-dimethyl-propionyloxy)-tetrahydro-pyran-2-carboxylic acid methyl ester](/Databaselist/images/loading.webp)
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1053632-38-4
(2S,3S,4S,5R,6R)-3,4-Bis-benzyloxy-6-((2R,4aR,6S,7S,8S,8aR)-8-benzyloxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy)-5-(2,2-dimethyl-propionyloxy)-tetrahydro-pyran-2-carboxylic acid methyl ester
- Guidance literature:
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Multi-step reaction with 2 steps
1: 85 percent / pyridine / 144 h / 65 °C
2: DMTST, 4 Angstroem molecular sieves / CH2Cl2 / Ambient temperature
With
pyridine; 4 A molecular sieve; dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate;
In
dichloromethane;
DOI:10.1021/jo00112a046
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1053632-38-4
(2S,3S,4S,5R,6R)-3,4-Bis-benzyloxy-6-((2R,4aR,6S,7S,8S,8aR)-8-benzyloxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy)-5-(2,2-dimethyl-propionyloxy)-tetrahydro-pyran-2-carboxylic acid methyl ester
- Guidance literature:
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Multi-step reaction with 7 steps
1: 88 percent / pyridine / 2 h
2: 68 percent / AlCl3, BH3-Me3N, 4 Angstroem molecular sieves / diethyl ether; CH2Cl2 / 1 h / 0 °C
3: pyridine, TFA, DCC / dimethylsulfoxide / Ambient temperature
4: PDC / dimethylformamide / Ambient temperature
5: 70 percent / MeONa / methanol / 24 h
6: 85 percent / pyridine / 144 h / 65 °C
7: DMTST, 4 Angstroem molecular sieves / CH2Cl2 / Ambient temperature
With
pyridine; dipyridinium dichromate; aluminium trichloride; trimethylamine-borane; 4 A molecular sieve; sodium methylate; dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; dicyclohexyl-carbodiimide; trifluoroacetic acid;
In
methanol; diethyl ether; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1021/jo00112a046
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1053632-38-4
(2S,3S,4S,5R,6R)-3,4-Bis-benzyloxy-6-((2R,4aR,6S,7S,8S,8aR)-8-benzyloxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy)-5-(2,2-dimethyl-propionyloxy)-tetrahydro-pyran-2-carboxylic acid methyl ester
- Guidance literature:
-
Multi-step reaction with 6 steps
1: 68 percent / AlCl3, BH3-Me3N, 4 Angstroem molecular sieves / diethyl ether; CH2Cl2 / 1 h / 0 °C
2: pyridine, TFA, DCC / dimethylsulfoxide / Ambient temperature
3: PDC / dimethylformamide / Ambient temperature
4: 70 percent / MeONa / methanol / 24 h
5: 85 percent / pyridine / 144 h / 65 °C
6: DMTST, 4 Angstroem molecular sieves / CH2Cl2 / Ambient temperature
With
pyridine; dipyridinium dichromate; aluminium trichloride; trimethylamine-borane; 4 A molecular sieve; sodium methylate; dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; dicyclohexyl-carbodiimide; trifluoroacetic acid;
In
methanol; diethyl ether; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1021/jo00112a046
