(2R,4aR,6R,7S,8aR,9aS,10aS)-6-(tert-Butyl-dimethyl-silanyloxy)-7-[(R)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propyl]-10a-methyl-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracene

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Chemical Name:(2R,4aR,6R,7S,8aR,9aS,10aS)-6-(tert-Butyl-dimethyl-silanyloxy)-7-[(R)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propyl]-10a-methyl-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracene
CAS No.:858346-53-9
Molecular Formula:C₃₃H₅₈O₆Si₂
Molecular Weight:606.991
Hs Code.:

(2R,4aR,6R,7S,8aR,9aS,10aS)-6-(tert-Butyl-dimethyl-silanyloxy)-7-[(R)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propyl]-10a-methyl-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracene

Synonyms:(2R,4aR,6R,7S,8aR,9aS,10aS)-6-(tert-Butyl-dimethyl-silanyloxy)-7-[(R)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propyl]-10a-methyl-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracene

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Chemical Property of (2R,4aR,6R,7S,8aR,9aS,10aS)-6-(tert-Butyl-dimethyl-silanyloxy)-7-[(R)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propyl]-10a-methyl-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracene

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Technology Process of (2R,4aR,6R,7S,8aR,9aS,10aS)-6-(tert-Butyl-dimethyl-silanyloxy)-7-[(R)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propyl]-10a-methyl-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracene

There total 9 articles about (2R,4aR,6R,7S,8aR,9aS,10aS)-6-(tert-Butyl-dimethyl-silanyloxy)-7-[(R)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propyl]-10a-methyl-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracene 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: 76.0%

: (2R,4aR,6R,7S,8aR,9aS,10aS)-7-((R)-3-Hydroxy-2-methyl-propyl)-10a-methyl-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracen-6-ol

: 69739-34-0
t-butyldimethylsiyl triflate

: 858346-53-9
(2R,4aR,6R,7S,8aR,9aS,10aS)-6-(tert-Butyl-dimethyl-silanyloxy)-7-[(R)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propyl]-10a-methyl-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracene

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at 20 ℃; for 2.5h;
DOI:10.1021/ja051171c

Reference yield:

: 131310-58-2
(2S,3R)-3-[(2R,4S,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-[1,3]dioxan-4-ylmethyl]-2-methyl-oxirane-2-carbaldehyde

: 858346-53-9
(2R,4aR,6R,7S,8aR,9aS,10aS)-6-(tert-Butyl-dimethyl-silanyloxy)-7-[(R)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propyl]-10a-methyl-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracene

Guidance literature:: Multi-step reaction with 9 steps

1.1: 100 percent / benzene / 20 °C

2.1: 100 percent / TBAF / tetrahydrofuran / 20 °C

3.1: 92 percent / PPTS / CH₂Cl₂ / 0 - 20 °C

4.1: 95 percent / H₂ / Pd/C / methanol / 20 °C

5.1: 100 percent / PPTS / benzene / Heating

6.1: 94 percent / DMPU; KHMDS / tetrahydrofuran; toluene / 0.5 h / -78 °C

7.1: Zn-Cu; DMA / benzene / 1 h / Heating

7.2: 85 percent / PdCl₂(o-Tol₃P)2 / benzene / 13 h / 40 °C

8.1: BH₃*SMe₂ / tetrahydrofuran / 2 h / 20 °C

8.2: aq. NaOH; H₂O₂ / tetrahydrofuran / 1 h / 20 °C

9.1: 76 percent / 2,6-lutidine / CH₂Cl₂ / 2.5 h / 20 °C

With 2,6-dimethylpyridine; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; dimethylsulfide borane complex; tetrabutyl ammonium fluoride; hydrogen; pyridinium p-toluenesulfonate; potassium hexamethylsilazane; 2,4-dichlorophenoxyacetic acid dimethylamine; copper; zinc; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; toluene; benzene; 1.1: Wittig reaction;
DOI:10.1021/ja051171c

Reference yield:

: 350045-95-3
(E)-3-[(2R,3R)-3-((2R,4S,5R)-5-Hydroxy-2-phenyl-[1,3]dioxan-4-ylmethyl)-2-methyl-oxiranyl]-acrylic acid methyl ester

: 858346-53-9
(2R,4aR,6R,7S,8aR,9aS,10aS)-6-(tert-Butyl-dimethyl-silanyloxy)-7-[(R)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propyl]-10a-methyl-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracene

Guidance literature:: Multi-step reaction with 7 steps

1.1: 92 percent / PPTS / CH₂Cl₂ / 0 - 20 °C

2.1: 95 percent / H₂ / Pd/C / methanol / 20 °C

3.1: 100 percent / PPTS / benzene / Heating

4.1: 94 percent / DMPU; KHMDS / tetrahydrofuran; toluene / 0.5 h / -78 °C

5.1: Zn-Cu; DMA / benzene / 1 h / Heating

5.2: 85 percent / PdCl₂(o-Tol₃P)2 / benzene / 13 h / 40 °C

6.1: BH₃*SMe₂ / tetrahydrofuran / 2 h / 20 °C

6.2: aq. NaOH; H₂O₂ / tetrahydrofuran / 1 h / 20 °C

7.1: 76 percent / 2,6-lutidine / CH₂Cl₂ / 2.5 h / 20 °C

With 2,6-dimethylpyridine; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; dimethylsulfide borane complex; hydrogen; pyridinium p-toluenesulfonate; potassium hexamethylsilazane; 2,4-dichlorophenoxyacetic acid dimethylamine; copper; zinc; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; toluene; benzene;
DOI:10.1021/ja051171c