(2R,4aR,5aS,6aR,8S,9S,10aS,11aR,12aS)-8-Allyl-6a-methoxy-4a-methyl-2-phenyl-dodecahydro-1,3,5,7,11-pentaoxa-naphthacen-9-ol

Base Information

Chemical Name:(2R,4aR,5aS,6aR,8S,9S,10aS,11aR,12aS)-8-Allyl-6a-methoxy-4a-methyl-2-phenyl-dodecahydro-1,3,5,7,11-pentaoxa-naphthacen-9-ol
CAS No.:898552-05-1
Molecular Formula:C₂₄H₃₂O₇
Molecular Weight:432.514
Hs Code.:

Synonyms:(2R,4aR,5aS,6aR,8S,9S,10aS,11aR,12aS)-8-Allyl-6a-methoxy-4a-methyl-2-phenyl-dodecahydro-1,3,5,7,11-pentaoxa-naphthacen-9-ol

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Chemical Property of (2R,4aR,5aS,6aR,8S,9S,10aS,11aR,12aS)-8-Allyl-6a-methoxy-4a-methyl-2-phenyl-dodecahydro-1,3,5,7,11-pentaoxa-naphthacen-9-ol

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Technology Process of (2R,4aR,5aS,6aR,8S,9S,10aS,11aR,12aS)-8-Allyl-6a-methoxy-4a-methyl-2-phenyl-dodecahydro-1,3,5,7,11-pentaoxa-naphthacen-9-ol

There total 11 articles about (2R,4aR,5aS,6aR,8S,9S,10aS,11aR,12aS)-8-Allyl-6a-methoxy-4a-methyl-2-phenyl-dodecahydro-1,3,5,7,11-pentaoxa-naphthacen-9-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: 46.0%

: 898552-03-9
(2R,4aR,5aS,6aR,8S,10aS,11aR,12aS)-8-Allyl-6a-methoxy-4a-methyl-2-phenyl-decahydro-1,3,5,7,11-pentaoxa-naphthacen-9-one

: 898552-05-1
(2R,4aR,5aS,6aR,8S,9S,10aS,11aR,12aS)-8-Allyl-6a-methoxy-4a-methyl-2-phenyl-dodecahydro-1,3,5,7,11-pentaoxa-naphthacen-9-ol

: 898552-04-0
(2R,4aR,5aS,6aR,8S,9R,10aS,11aR,12aS)-8-Allyl-6a-methoxy-4a-methyl-2-phenyl-dodecahydro-1,3,5,7,11-pentaoxa-naphthacen-9-ol

Guidance literature:: With sodium tetrahydroborate; In ethanol; at -78 - 20 ℃; for 0.416667h;
DOI:10.1016/j.tetlet.2006.04.018

Reference yield:

: 2-[(S)-1-(2-Ethoxy-ethoxy)-but-3-enyl]-furan

: 898552-05-1
(2R,4aR,5aS,6aR,8S,9S,10aS,11aR,12aS)-8-Allyl-6a-methoxy-4a-methyl-2-phenyl-dodecahydro-1,3,5,7,11-pentaoxa-naphthacen-9-ol

Guidance literature:: Multi-step reaction with 7 steps

1.1: n-BuLi; HMPA / tetrahydrofuran / 0.12 h / -78 °C

1.2: HMPA / tetrahydrofuran / 0.5 h / -78 °C

2.1: 82 percent / PPTS / 2-methyl-propan-2-ol; H₂O / 13 h / 20 °C

3.1: 58 percent / NaClO₂; NaH₂PO₄; 2-methyl-2-butene / various solvents / 7 h / 40 °C

4.1: 64 percent / PPTS / CH₂Cl₂ / 8 h / 20 °C

5.1: 77 percent / HF-pyridine / pyridine; tetrahydrofuran / 8 h / 59 °C

6.1: 87 percent / p-TsOH*H₂O; benzaldehyde dimethylacetal / CH₂Cl₂ / 3 h / 20 °C

7.1: 46 percent / NaBH₄ / ethanol / 0.42 h / -78 - 20 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium chlorite; sodium tetrahydroborate; sodium dihydrogenphosphate; n-butyllithium; 2-methyl-but-2-ene; benzaldehyde dimethyl acetal; pyridinium p-toluenesulfonate; toluene-4-sulfonic acid; pyridine hydrogenfluoride; In tetrahydrofuran; pyridine; ethanol; dichloromethane; various solvents; water; tert-butyl alcohol;
DOI:10.1016/j.tetlet.2006.04.018

Reference yield:

: Trifluoro-methanesulfonic acid (2R,4aR,6S,7R,8aS)-7-hydroxy-4a-methyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-ylmethyl ester

: 898552-05-1
(2R,4aR,5aS,6aR,8S,9S,10aS,11aR,12aS)-8-Allyl-6a-methoxy-4a-methyl-2-phenyl-dodecahydro-1,3,5,7,11-pentaoxa-naphthacen-9-ol

Guidance literature:: Multi-step reaction with 8 steps

1.1: tetrahydrofuran / 1 h / -78 - -10 °C

2.1: n-BuLi; HMPA / tetrahydrofuran / 0.12 h / -78 °C

2.2: HMPA / tetrahydrofuran / 0.5 h / -78 °C

3.1: 82 percent / PPTS / 2-methyl-propan-2-ol; H₂O / 13 h / 20 °C

4.1: 58 percent / NaClO₂; NaH₂PO₄; 2-methyl-2-butene / various solvents / 7 h / 40 °C

5.1: 64 percent / PPTS / CH₂Cl₂ / 8 h / 20 °C

6.1: 77 percent / HF-pyridine / pyridine; tetrahydrofuran / 8 h / 59 °C

7.1: 87 percent / p-TsOH*H₂O; benzaldehyde dimethylacetal / CH₂Cl₂ / 3 h / 20 °C

8.1: 46 percent / NaBH₄ / ethanol / 0.42 h / -78 - 20 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium chlorite; sodium tetrahydroborate; sodium dihydrogenphosphate; n-butyllithium; 2-methyl-but-2-ene; benzaldehyde dimethyl acetal; pyridinium p-toluenesulfonate; toluene-4-sulfonic acid; pyridine hydrogenfluoride; In tetrahydrofuran; pyridine; ethanol; dichloromethane; various solvents; water; tert-butyl alcohol;
DOI:10.1016/j.tetlet.2006.04.018