((2R,4aR,6R,7S,8aR,9aS,10aS)-6-Hydroxy-6,10a-dimethyl-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracen-7-yl)-acetic acid ethyl ester

Base Information

Chemical Name:((2R,4aR,6R,7S,8aR,9aS,10aS)-6-Hydroxy-6,10a-dimethyl-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracen-7-yl)-acetic acid ethyl ester
CAS No.:361534-79-4
Molecular Formula:C₂₂H₃₀O₇
Molecular Weight:406.476
Hs Code.:

Synonyms:((2R,4aR,6R,7S,8aR,9aS,10aS)-6-Hydroxy-6,10a-dimethyl-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracen-7-yl)-acetic acid ethyl ester

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Chemical Property of ((2R,4aR,6R,7S,8aR,9aS,10aS)-6-Hydroxy-6,10a-dimethyl-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracen-7-yl)-acetic acid ethyl ester

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Technology Process of ((2R,4aR,6R,7S,8aR,9aS,10aS)-6-Hydroxy-6,10a-dimethyl-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracen-7-yl)-acetic acid ethyl ester

There total 11 articles about ((2R,4aR,6R,7S,8aR,9aS,10aS)-6-Hydroxy-6,10a-dimethyl-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracen-7-yl)-acetic acid ethyl 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:

: (E)-3-[(2R,4aR,6S,7R,8aS)-6-Methyl-6-(2-oxo-propyl)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy]-acrylic acid ethyl ester

: 361534-79-4
((2R,4aR,6R,7S,8aR,9aS,10aS)-6-Hydroxy-6,10a-dimethyl-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracen-7-yl)-acetic acid ethyl ester

Guidance literature:: With samarium diiodide; In tetrahydrofuran; methanol; at 0 ℃;
DOI:10.1021/ol016355k

Reference yield:

: 131310-64-0
[(2R,4aR,6S,7R,8aS)-7-(tert-Butyl-dimethyl-silanyloxy)-6-methyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl]-acetaldehyde

: 361534-79-4
((2R,4aR,6R,7S,8aR,9aS,10aS)-6-Hydroxy-6,10a-dimethyl-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracen-7-yl)-acetic acid ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: tetrahydrofuran / 0 °C

2: TPAP; NMO / CH₂Cl₂ / 20 °C

3: TBAF / tetrahydrofuran / 20 °C

4: N-methylmorpholine / CH₂Cl₂ / 20 °C

5: SmI₂ / methanol; tetrahydrofuran / 0 °C

With 4-methyl-morpholine; N-methyl-2-indolinone; samarium diiodide; tetrapropylammonium perruthennate; tetrabutyl ammonium fluoride; In tetrahydrofuran; methanol; dichloromethane; 1: Grignard reaction / 4: hetero-Michael reaction;
DOI:10.1021/ol016355k

Reference yield:

: 131310-57-1
{(2R,3R)-3-[(2R,4S,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-[1,3]dioxan-4-ylmethyl]-2-methyl-oxiranyl}-methanol

: 361534-79-4
((2R,4aR,6R,7S,8aR,9aS,10aS)-6-Hydroxy-6,10a-dimethyl-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracen-7-yl)-acetic acid ethyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: 100 percent / TBAF / tetrahydrofuran / 20 °C

2: 100 percent / PPTS / CH₂Cl₂ / 20 °C

3: 100 percent / 2,6-lutidine / CH₂Cl₂ / 78 °C

4: dimethylsulfoxide / 80 °C

5: DIBAH / CH₂Cl₂ / -78 °C

6: tetrahydrofuran / 0 °C

7: TPAP; NMO / CH₂Cl₂ / 20 °C

8: TBAF / tetrahydrofuran / 20 °C

9: N-methylmorpholine / CH₂Cl₂ / 20 °C

10: SmI₂ / methanol; tetrahydrofuran / 0 °C

With 4-methyl-morpholine; 2,6-dimethylpyridine; N-methyl-2-indolinone; samarium diiodide; tetrapropylammonium perruthennate; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; 7: Grignard reaction / 10: hetero-Michael reaction;
DOI:10.1021/ol016355k