(1R,2R)-1,2-dihydroxy-2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-1-[3-(2,2-dimethoxycarbonyl-1-ethyl)phenyl]cyclohexane

Base Information

Chemical Name:(1R,2R)-1,2-dihydroxy-2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-1-[3-(2,2-dimethoxycarbonyl-1-ethyl)phenyl]cyclohexane
CAS No.:206053-68-1
Molecular Formula:C₄₅H₅₂O₁₀
Molecular Weight:752.902
Hs Code.:

Synonyms:(1R,2R)-1,2-dihydroxy-2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-1-[3-(2,2-dimethoxycarbonyl-1-ethyl)phenyl]cyclohexane

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Chemical Property of (1R,2R)-1,2-dihydroxy-2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-1-[3-(2,2-dimethoxycarbonyl-1-ethyl)phenyl]cyclohexane

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Technology Process of (1R,2R)-1,2-dihydroxy-2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-1-[3-(2,2-dimethoxycarbonyl-1-ethyl)phenyl]cyclohexane

There total 6 articles about (1R,2R)-1,2-dihydroxy-2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-1-[3-(2,2-dimethoxycarbonyl-1-ethyl)phenyl]cyclohexane 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: 36.0%

: O-(2,3,4-tri-O-benzyl-α/β-L-fucopyranosyl) trichloroacetimidate

: 206053-89-6
(1R,2R)-1,2-dihydroxy-1-[3-(2,2-dimethoxycarbonyl-1-ethyl)phenyl]cyclohexane

: 206053-68-1
(1R,2R)-1,2-dihydroxy-2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-1-[3-(2,2-dimethoxycarbonyl-1-ethyl)phenyl]cyclohexane

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In diethyl ether; 1,2-dichloro-ethane; at 20 ℃; for 2h;
DOI:10.1016/S0040-4020(98)00105-7

Reference yield:

: 22618-50-4
3'-methyl-2,3,4,5-tetrahydro-1,1'-biphenyl

: 206053-68-1
(1R,2R)-1,2-dihydroxy-2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-1-[3-(2,2-dimethoxycarbonyl-1-ethyl)phenyl]cyclohexane

Guidance literature:: Multi-step reaction with 6 steps

1: 84 percent / AD-Mix-β, CH3SO2NH2 / 2-methyl-propan-2-ol; H2O / 17 h / 0 °C

2: 97 percent / pyridine / CH₂Cl₂ / 6 h / 20 °C

3: 86 percent / NBS, AIBN / CCl₄ / 1 h / Heating

4: 71 percent / CsF / dimethylformamide / 24 h / 20 °C

5: 99 percent / NaOMe / 3 h / 20 °C

6: 36 percent / 4A MS, TMS-OTf / diethyl ether; 1,2-dichloro-ethane / 2 h / 20 °C

With pyridine; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); methanesulfonamide; trimethylsilyl trifluoromethanesulfonate; AD-mix-β; sodium methylate; cesium fluoride; In tetrachloromethane; diethyl ether; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1016/S0040-4020(98)00105-7

Reference yield:

: 93429-68-6
(1R,2R)-1-(3-methylphenyl)cyclohexane-1,2-diol

: 206053-68-1
(1R,2R)-1,2-dihydroxy-2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-1-[3-(2,2-dimethoxycarbonyl-1-ethyl)phenyl]cyclohexane

Guidance literature:: Multi-step reaction with 5 steps

1: 97 percent / pyridine / CH₂Cl₂ / 6 h / 20 °C

2: 86 percent / NBS, AIBN / CCl₄ / 1 h / Heating

3: 71 percent / CsF / dimethylformamide / 24 h / 20 °C

4: 99 percent / NaOMe / 3 h / 20 °C

5: 36 percent / 4A MS, TMS-OTf / diethyl ether; 1,2-dichloro-ethane / 2 h / 20 °C

With pyridine; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); trimethylsilyl trifluoromethanesulfonate; sodium methylate; cesium fluoride; In tetrachloromethane; diethyl ether; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(98)00105-7