(2R,5S)-7-([1,3]dithian-2-yl)-1-{(2S,6R)-6-[2-(4-methoxy-benzyloxy)-ethyl]-4-methylene-tetrahydropyran-2-yl}-5-methyl-4-methylene-heptan-2-ol

Base Information

Chemical Name:(2R,5S)-7-([1,3]dithian-2-yl)-1-{(2S,6R)-6-[2-(4-methoxy-benzyloxy)-ethyl]-4-methylene-tetrahydropyran-2-yl}-5-methyl-4-methylene-heptan-2-ol
CAS No.:651302-82-8
Molecular Formula:C₂₉H₄₄O₄S₂
Molecular Weight:520.798
Hs Code.:

Synonyms:(2R,5S)-7-([1,3]dithian-2-yl)-1-{(2S,6R)-6-[2-(4-methoxy-benzyloxy)-ethyl]-4-methylene-tetrahydropyran-2-yl}-5-methyl-4-methylene-heptan-2-ol

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Chemical Property of (2R,5S)-7-([1,3]dithian-2-yl)-1-{(2S,6R)-6-[2-(4-methoxy-benzyloxy)-ethyl]-4-methylene-tetrahydropyran-2-yl}-5-methyl-4-methylene-heptan-2-ol

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Technology Process of (2R,5S)-7-([1,3]dithian-2-yl)-1-{(2S,6R)-6-[2-(4-methoxy-benzyloxy)-ethyl]-4-methylene-tetrahydropyran-2-yl}-5-methyl-4-methylene-heptan-2-ol

There total 7 articles about (2R,5S)-7-([1,3]dithian-2-yl)-1-{(2S,6R)-6-[2-(4-methoxy-benzyloxy)-ethyl]-4-methylene-tetrahydropyran-2-yl}-5-methyl-4-methylene-heptan-2-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:

: 617714-87-1
((2S,6R)-6-[2-(4-methoxybenzyloxy)ethyl]-4-methylenetetrahydropyran-2-yl)-acetaldehyde

: 852991-81-2
2-((S)-4-Bromomethyl-3-methyl-pent-4-enyl)-[1,3]dithiane

: 651302-82-8
(2R,5S)-7-([1,3]dithian-2-yl)-1-{(2S,6R)-6-[2-(4-methoxy-benzyloxy)-ethyl]-4-methylene-tetrahydropyran-2-yl}-5-methyl-4-methylene-heptan-2-ol

Guidance literature:: 2-((S)-4-Bromomethyl-3-methyl-pent-4-enyl)-[1,3]dithiane; With copper(I) bromide dimethylsulfide complex; tri-n-butyl-tin hydride; lithium diisopropyl amide; In tetrahydrofuran; at -78 - -40 ℃; for 0.5h;

With boron tribromide; 4-methyl-N-((1R,2R)-2-{[(4-methylphenyl)sulfonyl]amino}-1,2-diphenylethyl)benzenesulfonamide; In dichloromethane; at 20 ℃; for 16h;

((2S,6R)-6-[2-(4-methoxybenzyloxy)ethyl]-4-methylenetetrahydropyran-2-yl)-acetaldehyde; In dichloromethane; at -78 ℃; for 2h;
DOI:10.1021/ol036071v

Reference yield:

: 617714-87-1
((2S,6R)-6-[2-(4-methoxybenzyloxy)ethyl]-4-methylenetetrahydropyran-2-yl)-acetaldehyde

: Tributyl-((S)-5-[1,3]dithian-2-yl-3-methyl-2-methylene-pentyl)-stannane

: 651302-82-8
(2R,5S)-7-([1,3]dithian-2-yl)-1-{(2S,6R)-6-[2-(4-methoxy-benzyloxy)-ethyl]-4-methylene-tetrahydropyran-2-yl}-5-methyl-4-methylene-heptan-2-ol

Guidance literature:: Tributyl-((S)-5-[1,3]dithian-2-yl-3-methyl-2-methylene-pentyl)-stannane; With boron tribromide; 4-methyl-N-((1R,2R)-2-{[(4-methylphenyl)sulfonyl]amino}-1,2-diphenylethyl)benzenesulfonamide; In dichloromethane; at 20 ℃; for 16h;

((2S,6R)-6-[2-(4-methoxybenzyloxy)ethyl]-4-methylenetetrahydropyran-2-yl)-acetaldehyde; In dichloromethane; at -78 ℃; for 2h;
DOI:10.1021/ol036071v

Reference yield:

: 651303-05-8
(S)-3-Methyl-4-trimethylsilanylmethyl-pent-4-en-1-ol

: 651302-82-8
(2R,5S)-7-([1,3]dithian-2-yl)-1-{(2S,6R)-6-[2-(4-methoxy-benzyloxy)-ethyl]-4-methylene-tetrahydropyran-2-yl}-5-methyl-4-methylene-heptan-2-ol

Guidance literature:: Multi-step reaction with 4 steps

1.1: 81 percent / dicyclohexylcarbodiimide*iodomethane complex / tetrahydrofuran / 12 h / 40 °C

2.1: n-butyllithium / hexane; tetrahydrofuran / 1.5 h / -30 - -20 °C

2.2: 95 percent / hexane; tetrahydrofuran / -78 - 0 °C

3.1: propylene oxide; N-bromosuccinimide / dimethylformamide; CH₂Cl₂ / 6 h / -78 °C

4.1: lithium diisopropylamide; tributyltin hydride; CuBr*Me₂S / tetrahydrofuran / 0.5 h / -78 - -40 °C

4.2: (R,R)-1,2-bis-para-toluenesulfonylamino-1,2-diphenylethane; boron tribromide / CH₂Cl₂ / 16 h / 20 °C

4.3: CH₂Cl₂ / 2 h / -78 °C

With N-Bromosuccinimide; n-butyllithium; N,N'-dicyclohexyl-carbodiimidium iodide; copper(I) bromide dimethylsulfide complex; tri-n-butyl-tin hydride; methyloxirane; lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol036071v