(4aR,4bS,6aR,8R,10aR,10bR,12aR)-4b,5,6,6a,7,8,9,10,10a,10b,12,12a-dodecahydro-4a-(hydroxymethyl)-2-methoxy-1,1,10a-trimethyl-8-(phenylmethoxy)chrysene-4,11(1H,4aH)-dione

Base Information

Chemical Name:(4aR,4bS,6aR,8R,10aR,10bR,12aR)-4b,5,6,6a,7,8,9,10,10a,10b,12,12a-dodecahydro-4a-(hydroxymethyl)-2-methoxy-1,1,10a-trimethyl-8-(phenylmethoxy)chrysene-4,11(1H,4aH)-dione
CAS No.:652153-21-4
Molecular Formula:C₃₀H₄₀O₅
Molecular Weight:480.645
Hs Code.:

(4aR,4bS,6aR,8R,10aR,10bR,12aR)-4b,5,6,6a,7,8,9,10,10a,10b,12,12a-dodecahydro-4a-(hydroxymethyl)-2-methoxy-1,1,10a-trimethyl-8-(phenylmethoxy)chrysene-4,11(1H,4aH)-dione

Synonyms:(4aR,4bS,6aR,8R,10aR,10bR,12aR)-4b,5,6,6a,7,8,9,10,10a,10b,12,12a-dodecahydro-4a-(hydroxymethyl)-2-methoxy-1,1,10a-trimethyl-8-(phenylmethoxy)chrysene-4,11(1H,4aH)-dione

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Chemical Property of (4aR,4bS,6aR,8R,10aR,10bR,12aR)-4b,5,6,6a,7,8,9,10,10a,10b,12,12a-dodecahydro-4a-(hydroxymethyl)-2-methoxy-1,1,10a-trimethyl-8-(phenylmethoxy)chrysene-4,11(1H,4aH)-dione

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Technology Process of (4aR,4bS,6aR,8R,10aR,10bR,12aR)-4b,5,6,6a,7,8,9,10,10a,10b,12,12a-dodecahydro-4a-(hydroxymethyl)-2-methoxy-1,1,10a-trimethyl-8-(phenylmethoxy)chrysene-4,11(1H,4aH)-dione

There total 15 articles about (4aR,4bS,6aR,8R,10aR,10bR,12aR)-4b,5,6,6a,7,8,9,10,10a,10b,12,12a-dodecahydro-4a-(hydroxymethyl)-2-methoxy-1,1,10a-trimethyl-8-(phenylmethoxy)chrysene-4,11(1H,4aH)-dione 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: 99.0%

: 652153-11-2
(4aR,4bS,6aR,8R,10aR,10bR,12aR)-1,4,4a,4b,5,6,7,8,9,10,10a,10b,11,12,12a-hexadecahydro-2-methoxy-1,1,10a-trimethyl-4,11-dioxo-8-(phenylmethoxy)chrysene-4a-carboxaldehyde

: 652153-21-4
(4aR,4bS,6aR,8R,10aR,10bR,12aR)-4b,5,6,6a,7,8,9,10,10a,10b,12,12a-dodecahydro-4a-(hydroxymethyl)-2-methoxy-1,1,10a-trimethyl-8-(phenylmethoxy)chrysene-4,11(1H,4aH)-dione

Guidance literature:: With sodium tetrahydroborate; In tetrahydrofuran; methanol; at 0 ℃; for 1h;
DOI:10.1002/hlca.200390315

Reference yield:

: (4aR,6R,8aR)-6-Benzyloxy-8a-methyl-octahydro-naphthalen-1-one

: 652153-21-4
(4aR,4bS,6aR,8R,10aR,10bR,12aR)-4b,5,6,6a,7,8,9,10,10a,10b,12,12a-dodecahydro-4a-(hydroxymethyl)-2-methoxy-1,1,10a-trimethyl-8-(phenylmethoxy)chrysene-4,11(1H,4aH)-dione

Guidance literature:: Multi-step reaction with 9 steps

1.1: 90 percent / Proton Sponge(R) / CH₂Cl₂ / 16 h / 20 °C

2.1: 83 percent / K₂CO₃; LiCl; 1-methylpyrrolidin-2-one / dichlorobis(triphenylphosphine)palladium / 24 h / 130 °C / 10343 Torr

3.1: 86 percent / Dibal-H / CH₂Cl₂ / -78 °C

4.1: 89 percent / Dess-Martin periodinane / CH₂Cl₂ / 0.75 h / 20 °C

5.1: Zn; I₂ / diethyl ether / 2 h / 20 °C

5.2: 87 percent / diethyl ether / 3 h / 20 °C

6.1: 92 percent / Dess-Martin periodianne / CH₂Cl₂ / 0.75 h / 20 °C

7.1: 82 percent / DMAP / toluene / 16 h / Heating

8.1: Cs₂CO₃ / ethyl acetate / 96 h / 20 °C

8.2: 70 percent / morpholine; [Pd(PPh₃)4] / tetrahydrofuran / 1 h / 20 °C

9.1: 99 percent / NaBH₄ / tetrahydrofuran; methanol / 1 h / 0 °C

With 1-methyl-pyrrolidin-2-one; dmap; sodium tetrahydroborate; iodine; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; diisobutylaluminium hydride; potassium carbonate; caesium carbonate; Dess-Martin periodane; lithium chloride; zinc; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; ethyl acetate; toluene;
DOI:10.1002/hlca.200390315

Reference yield:

: 652153-15-6
(4aR,6R,8aS)-3,4,4a,5,6,7,8,8a-octahydro-8a-methyl-6-(phenylmethoxy)naphthalen-1-ol trifluoronethanesulfonate

: 652153-21-4
(4aR,4bS,6aR,8R,10aR,10bR,12aR)-4b,5,6,6a,7,8,9,10,10a,10b,12,12a-dodecahydro-4a-(hydroxymethyl)-2-methoxy-1,1,10a-trimethyl-8-(phenylmethoxy)chrysene-4,11(1H,4aH)-dione

Guidance literature:: Multi-step reaction with 8 steps

1.1: 83 percent / K₂CO₃; LiCl; 1-methylpyrrolidin-2-one / dichlorobis(triphenylphosphine)palladium / 24 h / 130 °C / 10343 Torr

2.1: 86 percent / Dibal-H / CH₂Cl₂ / -78 °C

3.1: 89 percent / Dess-Martin periodinane / CH₂Cl₂ / 0.75 h / 20 °C

4.1: Zn; I₂ / diethyl ether / 2 h / 20 °C

4.2: 87 percent / diethyl ether / 3 h / 20 °C

5.1: 92 percent / Dess-Martin periodianne / CH₂Cl₂ / 0.75 h / 20 °C

6.1: 82 percent / DMAP / toluene / 16 h / Heating

7.1: Cs₂CO₃ / ethyl acetate / 96 h / 20 °C

7.2: 70 percent / morpholine; [Pd(PPh₃)4] / tetrahydrofuran / 1 h / 20 °C

8.1: 99 percent / NaBH₄ / tetrahydrofuran; methanol / 1 h / 0 °C

With 1-methyl-pyrrolidin-2-one; dmap; sodium tetrahydroborate; iodine; diisobutylaluminium hydride; potassium carbonate; caesium carbonate; Dess-Martin periodane; lithium chloride; zinc; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; ethyl acetate; toluene;
DOI:10.1002/hlca.200390315