(6R,7R)-7-[(R)-6-(methoxymethoxy)-6-methylheptan-2-yl]-6-methylbicyclo[4.3.0]non-9-en-2-one

Base Information

Chemical Name:(6R,7R)-7-[(R)-6-(methoxymethoxy)-6-methylheptan-2-yl]-6-methylbicyclo[4.3.0]non-9-en-2-one
CAS No.:1305339-99-4
Molecular Formula:C₂₀H₃₄O₃
Molecular Weight:322.488
Hs Code.:

Synonyms:(6R,7R)-7-[(R)-6-(methoxymethoxy)-6-methylheptan-2-yl]-6-methylbicyclo[4.3.0]non-9-en-2-one

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Chemical Property of (6R,7R)-7-[(R)-6-(methoxymethoxy)-6-methylheptan-2-yl]-6-methylbicyclo[4.3.0]non-9-en-2-one

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Technology Process of (6R,7R)-7-[(R)-6-(methoxymethoxy)-6-methylheptan-2-yl]-6-methylbicyclo[4.3.0]non-9-en-2-one

There total 24 articles about (6R,7R)-7-[(R)-6-(methoxymethoxy)-6-methylheptan-2-yl]-6-methylbicyclo[4.3.0]non-9-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: 13.0%

: 1181661-92-6
(1S,6R,7R,9S)-9-(methoxymethoxy)-7-[(R)-6-(methoxymethoxy)-6-methylheptan-2-yl]-6-methylbicyclo[4.3.0]nonan-2-one

: 145554-08-1
(1R,3S)-1,3-bis((tert-butyl)dimethylsilanyloxy)-5-[2-(diphenylphosphinoyl)ethylene]-4-methylenecyclohexane

: 1305339-99-4
(6R,7R)-7-[(R)-6-(methoxymethoxy)-6-methylheptan-2-yl]-6-methylbicyclo[4.3.0]non-9-en-2-one

: 1181662-14-5
3-O-(tert-butyldimethylsilyl)-1α-[(tert-butyldimethylsilyl)oxy]-15α,25-bis(methoxymethoxy)vitamin D3

Guidance literature:: (1R,3S)-1,3-bis((tert-butyl)dimethylsilanyloxy)-5-[2-(diphenylphosphinoyl)ethylene]-4-methylenecyclohexane; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.166667h; Inert atmosphere;

(1S,6R,7R,9S)-9-(methoxymethoxy)-7-[(R)-6-(methoxymethoxy)-6-methylheptan-2-yl]-6-methylbicyclo[4.3.0]nonan-2-one; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 3h; Inert atmosphere;
DOI:10.1021/ol200828s

Reference yield: 9.0%

: 1181662-20-3
(1S,6R,7R,9S)-9-methoxy-7-[(R)-6-(methoxymethoxy)-6-methylheptan-2-yl]-6-methylbicyclo[4,3,0]nonan-2-one

: 145554-08-1
(1R,3S)-1,3-bis((tert-butyl)dimethylsilanyloxy)-5-[2-(diphenylphosphinoyl)ethylene]-4-methylenecyclohexane

: 1305339-99-4
(6R,7R)-7-[(R)-6-(methoxymethoxy)-6-methylheptan-2-yl]-6-methylbicyclo[4.3.0]non-9-en-2-one

: 1181662-18-9
3-O-(tert-butyldimethylsilyl)-1α-[(tert-butyldimethylsilyl)oxy]-15α-(methoxy)-25-(methoxymethoxy)vitamin D3

Guidance literature:: (1R,3S)-1,3-bis((tert-butyl)dimethylsilanyloxy)-5-[2-(diphenylphosphinoyl)ethylene]-4-methylenecyclohexane; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.166667h; Inert atmosphere;

(1S,6R,7R,9S)-9-methoxy-7-[(R)-6-(methoxymethoxy)-6-methylheptan-2-yl]-6-methylbicyclo[4,3,0]nonan-2-one; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 3h; Inert atmosphere;
DOI:10.1021/ol200828s

Reference yield:

: 1181662-09-8
(1S,5S,6S,7S)-5-[(tert-butyldimethylsilyl)oxy]-9-[(R)-6-(methoxymethoxy)-6-methylheptan-2-yl]-1-methylbicyclo[4.3.0]non-8-en-7-ol

: 1305339-99-4
(6R,7R)-7-[(R)-6-(methoxymethoxy)-6-methylheptan-2-yl]-6-methylbicyclo[4.3.0]non-9-en-2-one

: 1181662-14-5
3-O-(tert-butyldimethylsilyl)-1α-[(tert-butyldimethylsilyl)oxy]-15α,25-bis(methoxymethoxy)vitamin D3

Guidance literature:: Multi-step reaction with 5 steps

1.1: palladium on carbon; hydrogen / methanol / 23 h / 20 °C / Inert atmosphere

2.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 2.5 h / 0 - 20 °C / Inert atmosphere

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 15 h / 0 - 80 °C / Inert atmosphere

4.1: tetrapropylammonium perruthennate; 4-methylmorpholine N-oxide / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere; Molecular sieve

5.1: n-butyllithium / tetrahydrofuran; hexane / 0.17 h / -78 °C / Inert atmosphere

5.2: 3 h / -78 - 20 °C / Inert atmosphere

With n-butyllithium; tetrapropylammonium perruthennate; palladium on carbon; tetrabutyl ammonium fluoride; hydrogen; 4-methylmorpholine N-oxide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; hexane; dichloromethane;
DOI:10.1021/ol200828s