(2R,6S)-2-[2-(4-Methoxy-benzyloxy)-ethyl]-4-methylene-6-((2R,5S)-2,8,8-trimethoxy-5-methyl-4-methylene-octyl)-tetrahydro-pyran

Base Information

Chemical Name:(2R,6S)-2-[2-(4-Methoxy-benzyloxy)-ethyl]-4-methylene-6-((2R,5S)-2,8,8-trimethoxy-5-methyl-4-methylene-octyl)-tetrahydro-pyran
CAS No.:651302-89-5
Molecular Formula:C₂₉H₄₆O₆
Molecular Weight:490.681
Hs Code.:

Synonyms:(2R,6S)-2-[2-(4-Methoxy-benzyloxy)-ethyl]-4-methylene-6-((2R,5S)-2,8,8-trimethoxy-5-methyl-4-methylene-octyl)-tetrahydro-pyran

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Chemical Property of (2R,6S)-2-[2-(4-Methoxy-benzyloxy)-ethyl]-4-methylene-6-((2R,5S)-2,8,8-trimethoxy-5-methyl-4-methylene-octyl)-tetrahydro-pyran

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Technology Process of (2R,6S)-2-[2-(4-Methoxy-benzyloxy)-ethyl]-4-methylene-6-((2R,5S)-2,8,8-trimethoxy-5-methyl-4-methylene-octyl)-tetrahydro-pyran

There total 9 articles about (2R,6S)-2-[2-(4-Methoxy-benzyloxy)-ethyl]-4-methylene-6-((2R,5S)-2,8,8-trimethoxy-5-methyl-4-methylene-octyl)-tetrahydro-pyran 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: 88.0%

: 420-37-1
trimethoxonium tetrafluoroborate

: 651302-86-2
(2R,5S)-8,8-Dimethoxy-1-{(2S,6R)-6-[2-(4-methoxy-benzyloxy)-ethyl]-4-methylene-tetrahydro-pyran-2-yl}-5-methyl-4-methylene-octan-2-ol

: 651302-89-5
(2R,6S)-2-[2-(4-Methoxy-benzyloxy)-ethyl]-4-methylene-6-((2R,5S)-2,8,8-trimethoxy-5-methyl-4-methylene-octyl)-tetrahydro-pyran

Guidance literature:: With Proton Sponge; 4 A molecular sieve; In dichloromethane; at 0 - 20 ℃; for 8h;
DOI:10.1021/ol036071v

Reference yield:

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

: 651302-89-5
(2R,6S)-2-[2-(4-Methoxy-benzyloxy)-ethyl]-4-methylene-6-((2R,5S)-2,8,8-trimethoxy-5-methyl-4-methylene-octyl)-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 3 steps

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

1.2: CH₂Cl₂ / 2 h / -78 °C

2.1: 77 percent / bis(trifluoroacetoxy)iodobenzene / 0.08 h / 20 °C

3.1: 88 percent / molecular sieves 4 Angstroem; Proton Sponge (R) / CH₂Cl₂ / 8 h / 0 - 20 °C

With Proton Sponge; 4 A molecular sieve; boron tribromide; 4-methyl-N-((1R,2R)-2-{[(4-methylphenyl)sulfonyl]amino}-1,2-diphenylethyl)benzenesulfonamide; bis-[(trifluoroacetoxy)iodo]benzene; In dichloromethane;
DOI:10.1021/ol036071v

Reference yield:

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

: 651302-89-5
(2R,6S)-2-[2-(4-Methoxy-benzyloxy)-ethyl]-4-methylene-6-((2R,5S)-2,8,8-trimethoxy-5-methyl-4-methylene-octyl)-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 6 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

5.1: 77 percent / bis(trifluoroacetoxy)iodobenzene / 0.08 h / 20 °C

6.1: 88 percent / molecular sieves 4 Angstroem; Proton Sponge (R) / CH₂Cl₂ / 8 h / 0 - 20 °C

With N-Bromosuccinimide; n-butyllithium; N,N'-dicyclohexyl-carbodiimidium iodide; Proton Sponge; copper(I) bromide dimethylsulfide complex; 4 A molecular sieve; tri-n-butyl-tin hydride; bis-[(trifluoroacetoxy)iodo]benzene; methyloxirane; lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol036071v