(1aR,2R,3aS,4R,4aS,5S,6S,8aS,9aR,9bR)-4,5,6-Tris-benzyloxy-2-methoxy-6-methyl-decahydro-1,3,8,9-tetraoxa-cyclopropa[a]anthracene

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Chemical Name:(1aR,2R,3aS,4R,4aS,5S,6S,8aS,9aR,9bR)-4,5,6-Tris-benzyloxy-2-methoxy-6-methyl-decahydro-1,3,8,9-tetraoxa-cyclopropa[a]anthracene
CAS No.:110115-22-5
Molecular Formula:C₃₄H₃₈O₈
Molecular Weight:574.671
Hs Code.:

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Chemical Property of (1aR,2R,3aS,4R,4aS,5S,6S,8aS,9aR,9bR)-4,5,6-Tris-benzyloxy-2-methoxy-6-methyl-decahydro-1,3,8,9-tetraoxa-cyclopropa[a]anthracene

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Technology Process of (1aR,2R,3aS,4R,4aS,5S,6S,8aS,9aR,9bR)-4,5,6-Tris-benzyloxy-2-methoxy-6-methyl-decahydro-1,3,8,9-tetraoxa-cyclopropa[a]anthracene

There total 9 articles about (1aR,2R,3aS,4R,4aS,5S,6S,8aS,9aR,9bR)-4,5,6-Tris-benzyloxy-2-methoxy-6-methyl-decahydro-1,3,8,9-tetraoxa-cyclopropa[a]anthracene 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:

Reference yield: 77.0%

: 124-41-4
sodium methylate

: 110115-21-4
Dimethyl-carbamic acid (3S,4S,4aS,6R,7S,8S,8aS,9aS,10R,10aS)-3,4,10-tris-benzyloxy-8-chloro-6-(3,4-dimethoxy-benzyloxy)-3-methyl-decahydro-1,5,9-trioxa-anthracen-7-yl ester

: 110115-22-5
(1aR,2R,3aS,4R,4aS,5S,6S,8aS,9aR,9bR)-4,5,6-Tris-benzyloxy-2-methoxy-6-methyl-decahydro-1,3,8,9-tetraoxa-cyclopropa[a]anthracene

Guidance literature:: In methanol; Heating;
DOI:10.1021/jo00229a014

Reference yield:

: 110046-71-4
3-O-benzyl-2-deoxy-2-C-(L-threo-1',2'-dibenzyloxy-2'-methylpropane-1',3'-diyl)-α-D-glucopyranoside

: 110115-22-5
(1aR,2R,3aS,4R,4aS,5S,6S,8aS,9aR,9bR)-4,5,6-Tris-benzyloxy-2-methoxy-6-methyl-decahydro-1,3,8,9-tetraoxa-cyclopropa[a]anthracene

Guidance literature:: Multi-step reaction with 9 steps

1: triethylamine, 4-(dimethylamino)pyridine / CH₂Cl₂ / 16 h / Ambient temperature

2: pyridinium p-toluenesulfonate / CH₂Cl₂

3: tetra-n-butylammonium fluoride / tetrahydrofuran / 3 h / Ambient temperature

4: 75 percent / pyridinium chlorochromate / benzene / Heating

5: tetrahydrofuran / 0.5 h / Ambient temperature

6: 59 percent / pyridinium p-toluenesulfonate / benzene / 24 h / Heating

7: 62 percent / N-methylmorpholine N-oxide, osmium tetraoxide / 2-methyl-propan-2-ol; acetone; H₂O / 48 h / Ambient temperature

8: 89 percent / triethylamine / 1,2-dichloro-ethane / 1 h / Heating

9: 77 percent / methanol / Heating

With dmap; osmium(VIII) oxide; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; 4-methylmorpholine N-oxide; triethylamine; pyridinium chlorochromate; In tetrahydrofuran; methanol; dichloromethane; water; 1,2-dichloro-ethane; acetone; tert-butyl alcohol; benzene;
DOI:10.1021/jo00229a014

Reference yield:

: (2S,3S,4R,4aS,5S,6S,8aS)-4,5,6-Tris-benzyloxy-3-(2-ethoxy-ethoxy)-6-methyl-hexahydro-pyrano[2,3-b]pyran-2-carbaldehyde

: 110115-22-5
(1aR,2R,3aS,4R,4aS,5S,6S,8aS,9aR,9bR)-4,5,6-Tris-benzyloxy-2-methoxy-6-methyl-decahydro-1,3,8,9-tetraoxa-cyclopropa[a]anthracene

Guidance literature:: Multi-step reaction with 5 steps

1: tetrahydrofuran / 0.5 h / Ambient temperature

2: 59 percent / pyridinium p-toluenesulfonate / benzene / 24 h / Heating

3: 62 percent / N-methylmorpholine N-oxide, osmium tetraoxide / 2-methyl-propan-2-ol; acetone; H₂O / 48 h / Ambient temperature

4: 89 percent / triethylamine / 1,2-dichloro-ethane / 1 h / Heating

5: 77 percent / methanol / Heating

With osmium(VIII) oxide; pyridinium p-toluenesulfonate; 4-methylmorpholine N-oxide; triethylamine; In tetrahydrofuran; methanol; water; 1,2-dichloro-ethane; acetone; tert-butyl alcohol; benzene;
DOI:10.1021/jo00229a014