1-((4R,6S)-6-((3R,4S,5R)-6-(tert-butyldimethylsilyloxy)-4-(4-methoxybenzyloxy)-3,5-dimethylhexyl)-2,2-dimethyl-1,3-dioxan-4-yl)-5-methylhex-5-en-2-one

Base Information

Chemical Name:1-((4R,6S)-6-((3R,4S,5R)-6-(tert-butyldimethylsilyloxy)-4-(4-methoxybenzyloxy)-3,5-dimethylhexyl)-2,2-dimethyl-1,3-dioxan-4-yl)-5-methylhex-5-en-2-one
CAS No.:1003890-62-7
Molecular Formula:C₃₅H₆₀O₆Si
Molecular Weight:604.943
Hs Code.:

Synonyms:1-((4R,6S)-6-((3R,4S,5R)-6-(tert-butyldimethylsilyloxy)-4-(4-methoxybenzyloxy)-3,5-dimethylhexyl)-2,2-dimethyl-1,3-dioxan-4-yl)-5-methylhex-5-en-2-one

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Chemical Property of 1-((4R,6S)-6-((3R,4S,5R)-6-(tert-butyldimethylsilyloxy)-4-(4-methoxybenzyloxy)-3,5-dimethylhexyl)-2,2-dimethyl-1,3-dioxan-4-yl)-5-methylhex-5-en-2-one

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Technology Process of 1-((4R,6S)-6-((3R,4S,5R)-6-(tert-butyldimethylsilyloxy)-4-(4-methoxybenzyloxy)-3,5-dimethylhexyl)-2,2-dimethyl-1,3-dioxan-4-yl)-5-methylhex-5-en-2-one

There total 11 articles about 1-((4R,6S)-6-((3R,4S,5R)-6-(tert-butyldimethylsilyloxy)-4-(4-methoxybenzyloxy)-3,5-dimethylhexyl)-2,2-dimethyl-1,3-dioxan-4-yl)-5-methylhex-5-en-2-one 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: 90.0%

: 1003890-47-8
C₃₅H₆₂O₆Si

: 1003890-62-7
1-((4R,6S)-6-((3R,4S,5R)-6-(tert-butyldimethylsilyloxy)-4-(4-methoxybenzyloxy)-3,5-dimethylhexyl)-2,2-dimethyl-1,3-dioxan-4-yl)-5-methylhex-5-en-2-one

Guidance literature:: With sodium hydrogencarbonate; Dess-Martin periodane; In dichloromethane; at 20 ℃;
DOI:10.1021/ol7025944

Reference yield:

: 887143-81-9
(1S,6R,8R)-8-Vinyl-2,9,10-trioxa-1-phospha-bicyclo[4.3.1]dec-4-ene 1-oxide

: 1003890-62-7
1-((4R,6S)-6-((3R,4S,5R)-6-(tert-butyldimethylsilyloxy)-4-(4-methoxybenzyloxy)-3,5-dimethylhexyl)-2,2-dimethyl-1,3-dioxan-4-yl)-5-methylhex-5-en-2-one

Guidance literature:: Multi-step reaction with 8 steps

1.1: Hoveyda-Grubbs catalyst second generation / 1,1-dichloroethane / 90 °C / Inert atmosphere

2.1: 2-nitrobenzenesulfonyl hydrazide; triethylamine / 1,2-dichloro-ethane / Inert atmosphere

3.1: formic acid; palladium diacetate; triethylamine / 1,2-dichloro-ethane / 40 °C / Inert atmosphere

3.2: Inert atmosphere

4.1: lithium aluminium tetrahydride / diethyl ether / Inert atmosphere

5.1: pyridinium p-toluenesulfonate / dichloromethane / Inert atmosphere

6.1: pyridine; ozone / methanol; dichloromethane / -78 °C / Inert atmosphere

6.2: Inert atmosphere

7.1: magnesium / diethyl ether / -78 °C / Inert atmosphere

8.1: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / Inert atmosphere

With pyridine; lithium aluminium tetrahydride; formic acid; Hoveyda-Grubbs catalyst second generation; 2-nitrobenzenesulfonyl hydrazide; palladium diacetate; pyridinium p-toluenesulfonate; sodium hydrogencarbonate; Dess-Martin periodane; ozone; magnesium; triethylamine; In methanol; diethyl ether; 1,1-dichloroethane; dichloromethane; 1,2-dichloro-ethane;
DOI:10.1021/jo2003506

Reference yield:

: 887343-98-8
(4R,6R)-2-Allyloxy-4,6-divinyl-[1,3,2]dioxaphosphinane 2-oxide

: 1003890-62-7
1-((4R,6S)-6-((3R,4S,5R)-6-(tert-butyldimethylsilyloxy)-4-(4-methoxybenzyloxy)-3,5-dimethylhexyl)-2,2-dimethyl-1,3-dioxan-4-yl)-5-methylhex-5-en-2-one

Guidance literature:: Multi-step reaction with 9 steps

1.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane

2.1: Hoveyda-Grubbs catalyst second generation / 1,1-dichloroethane / 90 °C / Inert atmosphere

3.1: 2-nitrobenzenesulfonyl hydrazide; triethylamine / 1,2-dichloro-ethane / Inert atmosphere

4.1: formic acid; palladium diacetate; triethylamine / 1,2-dichloro-ethane / 40 °C / Inert atmosphere

4.2: Inert atmosphere

5.1: lithium aluminium tetrahydride / diethyl ether / Inert atmosphere

6.1: pyridinium p-toluenesulfonate / dichloromethane / Inert atmosphere

7.1: pyridine; ozone / methanol; dichloromethane / -78 °C / Inert atmosphere

7.2: Inert atmosphere

8.1: magnesium / diethyl ether / -78 °C / Inert atmosphere

9.1: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / Inert atmosphere

With pyridine; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; lithium aluminium tetrahydride; formic acid; Hoveyda-Grubbs catalyst second generation; 2-nitrobenzenesulfonyl hydrazide; palladium diacetate; pyridinium p-toluenesulfonate; sodium hydrogencarbonate; Dess-Martin periodane; ozone; magnesium; triethylamine; In methanol; diethyl ether; 1,1-dichloroethane; dichloromethane; 1,2-dichloro-ethane;
DOI:10.1021/jo2003506