(1R,4aR,6aR,12bS)-1,3,4,4a,5,6,6a,12b-octahydro-1,4a-dihydroxy-4,4,6a,12b-tetramethyl-9-(3',4'-dimethoxyphenyl)-2H,11H-naphtho[2,1-b]pyrano[3,4-e]pyran-11-one

Base Information

Chemical Name:(1R,4aR,6aR,12bS)-1,3,4,4a,5,6,6a,12b-octahydro-1,4a-dihydroxy-4,4,6a,12b-tetramethyl-9-(3',4'-dimethoxyphenyl)-2H,11H-naphtho[2,1-b]pyrano[3,4-e]pyran-11-one
CAS No.:769122-48-7
Molecular Formula:C₂₈H₃₄O₇
Molecular Weight:482.574
Hs Code.:

(1R,4aR,6aR,12bS)-1,3,4,4a,5,6,6a,12b-octahydro-1,4a-dihydroxy-4,4,6a,12b-tetramethyl-9-(3',4'-dimethoxyphenyl)-2H,11H-naphtho[2,1-b]pyrano[3,4-e]pyran-11-one

Synonyms:(1R,4aR,6aR,12bS)-1,3,4,4a,5,6,6a,12b-octahydro-1,4a-dihydroxy-4,4,6a,12b-tetramethyl-9-(3',4'-dimethoxyphenyl)-2H,11H-naphtho[2,1-b]pyrano[3,4-e]pyran-11-one

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Chemical Property of (1R,4aR,6aR,12bS)-1,3,4,4a,5,6,6a,12b-octahydro-1,4a-dihydroxy-4,4,6a,12b-tetramethyl-9-(3',4'-dimethoxyphenyl)-2H,11H-naphtho[2,1-b]pyrano[3,4-e]pyran-11-one

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Technology Process of (1R,4aR,6aR,12bS)-1,3,4,4a,5,6,6a,12b-octahydro-1,4a-dihydroxy-4,4,6a,12b-tetramethyl-9-(3',4'-dimethoxyphenyl)-2H,11H-naphtho[2,1-b]pyrano[3,4-e]pyran-11-one

There total 9 articles about (1R,4aR,6aR,12bS)-1,3,4,4a,5,6,6a,12b-octahydro-1,4a-dihydroxy-4,4,6a,12b-tetramethyl-9-(3',4'-dimethoxyphenyl)-2H,11H-naphtho[2,1-b]pyrano[3,4-e]pyran-11-one 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: 71.0%

: 346688-16-2
(4aR,6aR,12bS)-3,4,4a,5,6,6a,12b-heptahydro-4a-hydroxy-4,4,6a,12b-tetramethyl-9-(3',4'-dimethoxyphenyl)-2H,11H-naphtho[2,1-b]pyrano[3,4-e]pyran-1,11(3H)-dione

: 769122-48-7
(1R,4aR,6aR,12bS)-1,3,4,4a,5,6,6a,12b-octahydro-1,4a-dihydroxy-4,4,6a,12b-tetramethyl-9-(3',4'-dimethoxyphenyl)-2H,11H-naphtho[2,1-b]pyrano[3,4-e]pyran-11-one

Guidance literature:: With sodium tris(acetoxy)borohydride; In tetrahydrofuran; at 20 ℃; for 15h;
DOI:10.1016/j.tet.2004.06.059

Reference yield:

: 347393-59-3
(1aS,5aS,8aR,8bR)-1a,2,5a,7,8,8b-hexahydro-3,8,8,8b-tetramethyl-4H,6H-oxireno[4a,5]naphtho[1,8-bc]furan-4-one

: 769122-48-7
(1R,4aR,6aR,12bS)-1,3,4,4a,5,6,6a,12b-octahydro-1,4a-dihydroxy-4,4,6a,12b-tetramethyl-9-(3',4'-dimethoxyphenyl)-2H,11H-naphtho[2,1-b]pyrano[3,4-e]pyran-11-one

Guidance literature:: Multi-step reaction with 5 steps

1: 98 percent / LiAlH₄; AlCl₃ / tetrahydrofuran / 1 h / 0 °C

2: 73 percent / 4-methylmorpholine N-oxide; tetrapropylammonium perruthenate / CH₂Cl₂ / 1.5 h / 20 °C

3: 61 percent / L-proline / tetrahydrofuran / 14 h / 65 °C

4: 100 percent / 4-methylmorpholine N-oxide; tetrapropylammonium perruthenate / CH₂Cl₂ / 1.5 h / 20 °C

5: 71 percent / NaBH(OAc)3 / tetrahydrofuran / 15 h / 20 °C

With lithium aluminium tetrahydride; aluminium trichloride; tetrapropylammonium perruthennate; sodium tris(acetoxy)borohydride; 4-methylmorpholine N-oxide; L-proline; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.tet.2004.06.059

Reference yield:

: 346688-12-8
(4aR,8S,8aS)-1-formyl-3,4,4a,5,6,7,8,8a-octahydro-4a,8-dihydroxy-2,5,5,8a-tetramethylnaphthalene

: 769122-48-7
(1R,4aR,6aR,12bS)-1,3,4,4a,5,6,6a,12b-octahydro-1,4a-dihydroxy-4,4,6a,12b-tetramethyl-9-(3',4'-dimethoxyphenyl)-2H,11H-naphtho[2,1-b]pyrano[3,4-e]pyran-11-one

Guidance literature:: Multi-step reaction with 3 steps

1: 61 percent / L-proline / tetrahydrofuran / 14 h / 65 °C

2: 100 percent / 4-methylmorpholine N-oxide; tetrapropylammonium perruthenate / CH₂Cl₂ / 1.5 h / 20 °C

3: 71 percent / NaBH(OAc)3 / tetrahydrofuran / 15 h / 20 °C

With tetrapropylammonium perruthennate; sodium tris(acetoxy)borohydride; 4-methylmorpholine N-oxide; L-proline; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.tet.2004.06.059