(1S,2R,3aS,5aS,5bR,8aR,9aR,9bS)-7,7-Dimethyl-1-phenyl-decahydro-5,6,8,9-tetraoxa-cyclopenta[b]-as-indacen-2-ol

Base Information

Chemical Name:(1S,2R,3aS,5aS,5bR,8aR,9aR,9bS)-7,7-Dimethyl-1-phenyl-decahydro-5,6,8,9-tetraoxa-cyclopenta[b]-as-indacen-2-ol
CAS No.:392712-21-9
Molecular Formula:C₁₉H₂₄O₅
Molecular Weight:332.397
Hs Code.:

Synonyms:(1S,2R,3aS,5aS,5bR,8aR,9aR,9bS)-7,7-Dimethyl-1-phenyl-decahydro-5,6,8,9-tetraoxa-cyclopenta[b]-as-indacen-2-ol

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Chemical Property of (1S,2R,3aS,5aS,5bR,8aR,9aR,9bS)-7,7-Dimethyl-1-phenyl-decahydro-5,6,8,9-tetraoxa-cyclopenta[b]-as-indacen-2-ol

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Technology Process of (1S,2R,3aS,5aS,5bR,8aR,9aR,9bS)-7,7-Dimethyl-1-phenyl-decahydro-5,6,8,9-tetraoxa-cyclopenta[b]-as-indacen-2-ol

There total 4 articles about (1S,2R,3aS,5aS,5bR,8aR,9aR,9bS)-7,7-Dimethyl-1-phenyl-decahydro-5,6,8,9-tetraoxa-cyclopenta[b]-as-indacen-2-ol 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:

: 392712-17-3
(1S,5aS,5bR,8aR,9aR,9bR)-7,7-dimethyl-1-phenyl-1,5a,5b,8a,9a,9b-hexahydro-4H-5,6,8,9-tetraoxacycopenta[b]-as-indacen-2-one

: 392712-21-9
(1S,2R,3aS,5aS,5bR,8aR,9aR,9bS)-7,7-Dimethyl-1-phenyl-decahydro-5,6,8,9-tetraoxa-cyclopenta[b]-as-indacen-2-ol

Guidance literature:: With sodium tetrahydroborate; tetrabutylammomium bromide; In tetrahydrofuran; for 14h; Heating;
DOI:10.1021/jo015955u

Reference yield:

: 1449-46-3
benzyltriphenylphosphonium bromide

: 392712-21-9
(1S,2R,3aS,5aS,5bR,8aR,9aR,9bS)-7,7-Dimethyl-1-phenyl-decahydro-5,6,8,9-tetraoxa-cyclopenta[b]-as-indacen-2-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: 80 percent / aq. NaOH / CH₂Cl₂; H₂O / 0 - 25 °C

2.1: CH₂Cl₂ / 24 h / 25 °C

2.2: 87 percent / N-methylmorpholine oxide / CH₂Cl₂ / 25 °C

3.1: 40 mg / NaBH₄; Bu₄NBr / tetrahydrofuran / 14 h / Heating

With sodium hydroxide; sodium tetrahydroborate; tetrabutylammomium bromide; In tetrahydrofuran; dichloromethane; water; 1.1: Wittig reaction / 2.1: Pauson-Khand reaction;
DOI:10.1021/jo015955u

Reference yield:

: 250662-84-1
(3aR,5S,6S,6aR)-2,2-dimethyl-6-(prop-2-ynyloxy)tetrahydrofuro[2,3-d][1,3]dioxole-5-carbaldehyde

: 392712-21-9
(1S,2R,3aS,5aS,5bR,8aR,9aR,9bS)-7,7-Dimethyl-1-phenyl-decahydro-5,6,8,9-tetraoxa-cyclopenta[b]-as-indacen-2-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: 80 percent / aq. NaOH / CH₂Cl₂; H₂O / 0 - 25 °C

2.1: CH₂Cl₂ / 24 h / 25 °C

2.2: 87 percent / N-methylmorpholine oxide / CH₂Cl₂ / 25 °C

3.1: 40 mg / NaBH₄; Bu₄NBr / tetrahydrofuran / 14 h / Heating

With sodium hydroxide; sodium tetrahydroborate; tetrabutylammomium bromide; In tetrahydrofuran; dichloromethane; water; 1.1: Wittig reaction / 2.1: Pauson-Khand reaction;
DOI:10.1021/jo015955u