Technology Process of (2S,4R,6S)-2-((2R,4R,5S)-4-Hydroxy-2,8,8-trimethoxy-5-methyl-octyl)-6-[2-(4-methoxy-benzyloxy)-ethyl]-tetrahydro-pyran-4-ol
There total 11 articles about (2S,4R,6S)-2-((2R,4R,5S)-4-Hydroxy-2,8,8-trimethoxy-5-methyl-octyl)-6-[2-(4-methoxy-benzyloxy)-ethyl]-tetrahydro-pyran-4-ol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
lithium aluminium tetrahydride; (+)-N-methylephedrine; N-ethyl-N-phenylamine;
In
diethyl ether;
at -78 ℃;
for 3h;
DOI:10.1021/ol036071v
- Guidance literature:
-
Multi-step reaction with 5 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
4.1: 88 percent / 4-methylmorpholine N-oxide; OsO4 / acetone; H2O / 2 h / 20 °C
5.1: LiAlH4; (+)-N-methylephedrine; N-ethylaniline / diethyl ether / 3 h / -78 °C
With
osmium(VIII) oxide; lithium aluminium tetrahydride; Proton Sponge; 4 A molecular sieve; boron tribromide; (+)-N-methylephedrine; 4-methyl-N-((1R,2R)-2-{[(4-methylphenyl)sulfonyl]amino}-1,2-diphenylethyl)benzenesulfonamide; 4-methylmorpholine N-oxide; N-ethyl-N-phenylamine; bis-[(trifluoroacetoxy)iodo]benzene;
In
diethyl ether; dichloromethane; water; acetone;
DOI:10.1021/ol036071v
- Guidance literature:
-
Multi-step reaction with 8 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
7.1: 88 percent / 4-methylmorpholine N-oxide; OsO4 / acetone; H2O / 2 h / 20 °C
8.1: LiAlH4; (+)-N-methylephedrine; N-ethylaniline / diethyl ether / 3 h / -78 °C
With
N-Bromosuccinimide; osmium(VIII) oxide; lithium aluminium tetrahydride; n-butyllithium; N,N'-dicyclohexyl-carbodiimidium iodide; Proton Sponge; copper(I) bromide dimethylsulfide complex; 4 A molecular sieve; tri-n-butyl-tin hydride; (+)-N-methylephedrine; 4-methylmorpholine N-oxide; N-ethyl-N-phenylamine; bis-[(trifluoroacetoxy)iodo]benzene; methyloxirane; lithium diisopropyl amide;
In
tetrahydrofuran; diethyl ether; hexane; dichloromethane; water; N,N-dimethyl-formamide; acetone;
DOI:10.1021/ol036071v
![(2S,6R)-2-[2-(4-Methoxy-benzyloxy)-ethyl]-6-((2S,5S)-2,8,8-trimethoxy-5-methyl-4-oxo-octyl)-tetrahydro-pyran-4-one](/Databaselist/images/loading.webp)
