2-[(2R,4aR,6S,7R,8aS,9R,9aR,10aR)-6,9-Bis-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracen-7-yl]-ethanol

Base Information

Chemical Name:2-[(2R,4aR,6S,7R,8aS,9R,9aR,10aR)-6,9-Bis-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracen-7-yl]-ethanol
CAS No.:181267-34-5
Molecular Formula:C₃₀H₅₂O₇Si₂
Molecular Weight:580.91
Hs Code.:

Synonyms:2-[(2R,4aR,6S,7R,8aS,9R,9aR,10aR)-6,9-Bis-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracen-7-yl]-ethanol

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Chemical Property of 2-[(2R,4aR,6S,7R,8aS,9R,9aR,10aR)-6,9-Bis-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracen-7-yl]-ethanol

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Technology Process of 2-[(2R,4aR,6S,7R,8aS,9R,9aR,10aR)-6,9-Bis-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracen-7-yl]-ethanol

There total 15 articles about 2-[(2R,4aR,6S,7R,8aS,9R,9aR,10aR)-6,9-Bis-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracen-7-yl]-ethanol 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:

: 82659-53-8
(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-1-propene

: 181267-34-5
2-[(2R,4aR,6S,7R,8aS,9R,9aR,10aR)-6,9-Bis-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracen-7-yl]-ethanol

Guidance literature:: Multi-step reaction with 14 steps

1: K₂CO₃ / methanol / 12 h / 23 °C

2: CSA / dimethylformamide / 2 h / 50 °C

3: 90 percent / AgNO₃, pyridine / dimethylformamide / 4 h / 23 °C

4: OsO₄, NMO / 2-methyl-propan-2-ol; tetrahydrofuran; H₂O

5: NaIO₄ / methanol

6: NiCl₂/CrCl₂ / tetrahydrofuran; dimethylsulfoxide / 23 °C

7: 91 percent / pyridine

8: n-Bu₄NF, imidazole / tetrahydrofuran

9: DBU / CH₂Cl₂

10: 83 percent / i-Pr₂NEt / CH₂Cl₂

11: 90 percent / DIBAL / diethyl ether / 1.17 h / -78 - 23 °C

12: pyridine, DMAP / dimethylformamide / 3.17 h / 0 - 23 °C

13: AgNO₃, pyridine / dimethylformamide

14: PPTS / methanol; CH₂Cl₂

With pyridine; 1H-imidazole; chromium dichloride; dmap; sodium periodate; osmium(VIII) oxide; N-methyl-2-indolinone; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; potassium carbonate; silver nitrate; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; nickel dichloride; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1021/ja961230+

Reference yield:

: 106756-74-5
(2R,3R,4R,5S,6R)-2-allyl-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

: 181267-34-5
2-[(2R,4aR,6S,7R,8aS,9R,9aR,10aR)-6,9-Bis-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracen-7-yl]-ethanol

Guidance literature:: Multi-step reaction with 13 steps

1: CSA / dimethylformamide / 2 h / 50 °C

2: 90 percent / AgNO₃, pyridine / dimethylformamide / 4 h / 23 °C

3: OsO₄, NMO / 2-methyl-propan-2-ol; tetrahydrofuran; H₂O

4: NaIO₄ / methanol

5: NiCl₂/CrCl₂ / tetrahydrofuran; dimethylsulfoxide / 23 °C

6: 91 percent / pyridine

7: n-Bu₄NF, imidazole / tetrahydrofuran

8: DBU / CH₂Cl₂

9: 83 percent / i-Pr₂NEt / CH₂Cl₂

10: 90 percent / DIBAL / diethyl ether / 1.17 h / -78 - 23 °C

11: pyridine, DMAP / dimethylformamide / 3.17 h / 0 - 23 °C

12: AgNO₃, pyridine / dimethylformamide

13: PPTS / methanol; CH₂Cl₂

With pyridine; 1H-imidazole; chromium dichloride; dmap; sodium periodate; osmium(VIII) oxide; N-methyl-2-indolinone; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; silver nitrate; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; nickel dichloride; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1021/ja961230+

Reference yield:

: 181267-07-2
(2R,4aR,6R,7R,8R,8aS)-6-Allyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol

: 181267-34-5
2-[(2R,4aR,6S,7R,8aS,9R,9aR,10aR)-6,9-Bis-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracen-7-yl]-ethanol

Guidance literature:: Multi-step reaction with 12 steps

1: 90 percent / AgNO₃, pyridine / dimethylformamide / 4 h / 23 °C

2: OsO₄, NMO / 2-methyl-propan-2-ol; tetrahydrofuran; H₂O

3: NaIO₄ / methanol

4: NiCl₂/CrCl₂ / tetrahydrofuran; dimethylsulfoxide / 23 °C

5: 91 percent / pyridine

6: n-Bu₄NF, imidazole / tetrahydrofuran

7: DBU / CH₂Cl₂

8: 83 percent / i-Pr₂NEt / CH₂Cl₂

9: 90 percent / DIBAL / diethyl ether / 1.17 h / -78 - 23 °C

10: pyridine, DMAP / dimethylformamide / 3.17 h / 0 - 23 °C

11: AgNO₃, pyridine / dimethylformamide

12: PPTS / methanol; CH₂Cl₂

With pyridine; 1H-imidazole; chromium dichloride; dmap; sodium periodate; osmium(VIII) oxide; N-methyl-2-indolinone; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; silver nitrate; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; nickel dichloride; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1021/ja961230+