((2R,4aR,5S,7R,8aR,9aS,10aR)-4a,10a-Dimethyl-2-phenyl-5-triisopropylsilanyloxy-octahydro-1,3,8,10-tetraoxa-anthracen-7-yl)-acetic acid methyl ester

Base Information

Chemical Name:((2R,4aR,5S,7R,8aR,9aS,10aR)-4a,10a-Dimethyl-2-phenyl-5-triisopropylsilanyloxy-octahydro-1,3,8,10-tetraoxa-anthracen-7-yl)-acetic acid methyl ester
CAS No.:374638-48-9
Molecular Formula:C₃₀H₄₈O₇Si
Molecular Weight:548.792
Hs Code.:

((2R,4aR,5S,7R,8aR,9aS,10aR)-4a,10a-Dimethyl-2-phenyl-5-triisopropylsilanyloxy-octahydro-1,3,8,10-tetraoxa-anthracen-7-yl)-acetic acid methyl ester

Synonyms:((2R,4aR,5S,7R,8aR,9aS,10aR)-4a,10a-Dimethyl-2-phenyl-5-triisopropylsilanyloxy-octahydro-1,3,8,10-tetraoxa-anthracen-7-yl)-acetic acid methyl ester

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Chemical Property of ((2R,4aR,5S,7R,8aR,9aS,10aR)-4a,10a-Dimethyl-2-phenyl-5-triisopropylsilanyloxy-octahydro-1,3,8,10-tetraoxa-anthracen-7-yl)-acetic acid methyl ester

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Technology Process of ((2R,4aR,5S,7R,8aR,9aS,10aR)-4a,10a-Dimethyl-2-phenyl-5-triisopropylsilanyloxy-octahydro-1,3,8,10-tetraoxa-anthracen-7-yl)-acetic acid methyl ester

There total 9 articles about ((2R,4aR,5S,7R,8aR,9aS,10aR)-4a,10a-Dimethyl-2-phenyl-5-triisopropylsilanyloxy-octahydro-1,3,8,10-tetraoxa-anthracen-7-yl)-acetic 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:

Reference yield: 98.0%

: 80522-42-5
triisopropylsilyl trifluoromethanesulfonate

: 374638-46-7
((2R,4aR,5S,7R,8aR,9aS,10aS)-5-Hydroxy-4a,10a-dimethyl-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracen-7-yl)-acetic acid methyl ester

: 374638-48-9
((2R,4aR,5S,7R,8aR,9aS,10aR)-4a,10a-Dimethyl-2-phenyl-5-triisopropylsilanyloxy-octahydro-1,3,8,10-tetraoxa-anthracen-7-yl)-acetic acid methyl ester

Guidance literature:: With 2,6-dimethylpyridine; In N,N-dimethyl-formamide; at 60 ℃;
DOI:10.1016/S0040-4039(01)01204-7

Reference yield: 98.0%

: 80522-42-5
triisopropylsilyl trifluoromethanesulfonate

: ((2R,4aR,5S,8aR,9aS,10aS)-5-Hydroxy-4a,10a-dimethyl-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracen-7-yl)-acetic acid methyl ester

: 374638-48-9
((2R,4aR,5S,7R,8aR,9aS,10aR)-4a,10a-Dimethyl-2-phenyl-5-triisopropylsilanyloxy-octahydro-1,3,8,10-tetraoxa-anthracen-7-yl)-acetic acid methyl ester

Guidance literature:: With 2,6-dimethylpyridine; In N,N-dimethyl-formamide; at 60 ℃; for 13h;
DOI:10.1016/S0040-4020(02)00039-X

Reference yield:

: 131311-02-9
(2R,4aR,6S,7R,8aS)-4a,6-Dimethyl-2-phenyl-6-vinyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol

: 374638-48-9
((2R,4aR,5S,7R,8aR,9aS,10aR)-4a,10a-Dimethyl-2-phenyl-5-triisopropylsilanyloxy-octahydro-1,3,8,10-tetraoxa-anthracen-7-yl)-acetic acid methyl ester

Guidance literature:: Multi-step reaction with 8 steps

1.1: 100 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 20 °C

2.1: O₃ / CH₂Cl₂; methanol / -78 °C

2.2: 99 percent / PPh₃ / CH₂Cl₂; methanol / 0.5 h / 20 °C

3.1: diethyl ether; pentane / 5 h / -78 °C

3.2: 92 percent / aq. H₂O₂; aq. NaOH / diethyl ether; pentane; methanol / 1 h / 20 °C

4.1: 100 percent / TBAF / tetrahydrofuran / 0.5 h / 0 °C

5.1: O₃ / CH₂Cl₂; methanol / -78 °C

5.2: 99 percent / PPh₃ / CH₂Cl₂; methanol / 1 h / 25 °C

6.1: 95 percent / CH₂Cl₂ / 12 h / 40 °C

7.1: 78 percent / K₂CO₃ / tetrahydrofuran; methanol / 5 h / 40 °C

8.1: 98 percent / 2,6-lutidine / dimethylformamide / 13 h / 60 °C

With 2,6-dimethylpyridine; tetrabutyl ammonium fluoride; potassium carbonate; ozone; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; pentane; 3.1: Brown's asymmetric allylboration / 6.1: Wittig reaction / 7.1: intramolecular hetero-Michael reaction;
DOI:10.1016/S0040-4020(02)00039-X