Technology Process of (2R,3R,4S,5S,6S)-2-(benzyloxy)-4,5-dihydroxy-6-methyltetrahydro-2H-pyran-3-yl acetate
There total 8 articles about (2R,3R,4S,5S,6S)-2-(benzyloxy)-4,5-dihydroxy-6-methyltetrahydro-2H-pyran-3-yl acetate 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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3359-35-1,16741-29-0,71731-74-3,78120-06-6,84911-79-5,84911-80-8,87598-99-0,87599-00-6,88818-92-2,97133-57-8,114298-06-5,127000-09-3
(2R,3R,4R,5R,6S)-2-benzyloxy-tetrahydro-6-methyl-2H-pyran-3,4,5-triol
- Guidance literature:
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C23H36O6Sn;
With
trifluoromethylsulfonic anhydride;
In
dichloromethane;
at 0 ℃;
for 1h;
With
water;
In
dichloromethane;
Cooling with ice;
With
water; sodium nitrite;
In
N,N-dimethyl-formamide;
at 20 ℃;
DOI:10.1002/ejoc.201300051
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: tris(dibenzylideneacetone)dipalladium(0) chloroform complex; triphenylphosphine
2.1: dihydrogen peroxide; sodium hydroxide
3.1: hydrazine hydrate
4.1: pyridine / 0 °C
5.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide; water / tert-butyl alcohol; acetone / 0 °C
6.1: toluene / 4 h / 135 °C
7.1: trifluoromethylsulfonic anhydride / dichloromethane / 1 h / 0 °C
7.2: Cooling with ice
7.3: 20 °C
With
pyridine; tris(dibenzylideneacetone)dipalladium(0) chloroform complex; osmium(VIII) oxide; trifluoromethylsulfonic anhydride; water; dihydrogen peroxide; hydrazine hydrate; 4-methylmorpholine N-oxide; triphenylphosphine; sodium hydroxide;
In
dichloromethane; acetone; toluene; tert-butyl alcohol;
3.1: |Wharton Fragmentation / 3.2: |Wharton Fragmentation;
DOI:10.1002/ejoc.201300051
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: tris(dibenzylideneacetone)dipalladium(0) chloroform complex; triphenylphosphine
2.1: dihydrogen peroxide; sodium hydroxide
3.1: hydrazine hydrate
4.1: pyridine / 0 °C
5.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide; water / tert-butyl alcohol; acetone / 0 °C
6.1: toluene / 4 h / 135 °C
7.1: trifluoromethylsulfonic anhydride / dichloromethane / 1 h / 0 °C
7.2: Cooling with ice
7.3: 20 °C
With
pyridine; tris(dibenzylideneacetone)dipalladium(0) chloroform complex; osmium(VIII) oxide; trifluoromethylsulfonic anhydride; water; dihydrogen peroxide; hydrazine hydrate; 4-methylmorpholine N-oxide; triphenylphosphine; sodium hydroxide;
In
dichloromethane; acetone; toluene; tert-butyl alcohol;
3.1: |Wharton Fragmentation / 3.2: |Wharton Fragmentation;
DOI:10.1002/ejoc.201300051
