(1R,2R,4R)-2-(4-Methoxy-benzyloxy)-1-{(4S,5S)-5-[(E)-(S)-7-(4-methoxy-phenyl)-1-methyl-hept-6-enyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-pentane-1,3,4-triol

Base Information

Chemical Name:(1R,2R,4R)-2-(4-Methoxy-benzyloxy)-1-{(4S,5S)-5-[(E)-(S)-7-(4-methoxy-phenyl)-1-methyl-hept-6-enyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-pentane-1,3,4-triol
CAS No.:225928-53-0
Molecular Formula:C₃₃H₄₈O₈
Molecular Weight:572.739
Hs Code.:

Synonyms:(1R,2R,4R)-2-(4-Methoxy-benzyloxy)-1-{(4S,5S)-5-[(E)-(S)-7-(4-methoxy-phenyl)-1-methyl-hept-6-enyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-pentane-1,3,4-triol

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Chemical Property of (1R,2R,4R)-2-(4-Methoxy-benzyloxy)-1-{(4S,5S)-5-[(E)-(S)-7-(4-methoxy-phenyl)-1-methyl-hept-6-enyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-pentane-1,3,4-triol

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Technology Process of (1R,2R,4R)-2-(4-Methoxy-benzyloxy)-1-{(4S,5S)-5-[(E)-(S)-7-(4-methoxy-phenyl)-1-methyl-hept-6-enyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-pentane-1,3,4-triol

There total 14 articles about (1R,2R,4R)-2-(4-Methoxy-benzyloxy)-1-{(4S,5S)-5-[(E)-(S)-7-(4-methoxy-phenyl)-1-methyl-hept-6-enyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-pentane-1,3,4-triol 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: 79.0%

: 225928-44-9
Benzoic acid (1R,3S,4S)-4-hydroxy-3-(4-methoxy-benzyloxy)-4-{(4S,5S)-5-[(E)-(S)-7-(4-methoxy-phenyl)-1-methyl-hept-6-enyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-1-methyl-2-oxo-butyl ester

: 225928-53-0
(1R,2R,4R)-2-(4-Methoxy-benzyloxy)-1-{(4S,5S)-5-[(E)-(S)-7-(4-methoxy-phenyl)-1-methyl-hept-6-enyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-pentane-1,3,4-triol

Guidance literature:: With lithium borohydride; In tetrahydrofuran;
DOI:10.1016/S0040-4039(99)00411-6

Reference yield:

: 190712-24-4
[(4S,5S)-5-((S)-5-Benzyloxy-1-methyl-pentyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-methanol

: 225928-53-0
(1R,2R,4R)-2-(4-Methoxy-benzyloxy)-1-{(4S,5S)-5-[(E)-(S)-7-(4-methoxy-phenyl)-1-methyl-hept-6-enyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-pentane-1,3,4-triol

Guidance literature:: Multi-step reaction with 10 steps

1: 97 percent / imidazole / dimethylformamide

2: 99 percent / H₂ / 5 percent Pd/C / ethyl acetate

3: I₂, imidazole, Ph₃P / benzene

4: n-BuLi / tetrahydrofuran; hexamethylphosphoric acid triamide

5: K₂CO₃ / methanol

6: 1.) Cp₂Zr(H)Cl; 2.) (Ph₃P)2PdCl₂, DIBAL / 1.) THF; 2.) THF

7: TBAF / tetrahydrofuran

8: (COCl)2, Et₃N, DMSO / CH₂Cl₂

9: (cyclohexyl)2BCl, Me₂NEt / diethyl ether

10: 79 percent / LiBH₄ / tetrahydrofuran

With 1H-imidazole; bis-triphenylphosphine-palladium(II) chloride; lithium borohydride; Schwartz's reagent; n-butyllithium; oxalyl dichloride; N,N-dimethyl-ethanamine; dicyclohexylboron chloride; tetrabutyl ammonium fluoride; hydrogen; iodine; diisobutylaluminium hydride; potassium carbonate; dimethyl sulfoxide; triethylamine; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; benzene;
DOI:10.1016/S0040-4039(99)00411-6

Reference yield:

: 225928-52-9
[(4S,5S)-5-((S)-5-Benzyloxy-1-methyl-pentyl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethoxy]-tert-butyl-dimethyl-silane

: 225928-53-0
(1R,2R,4R)-2-(4-Methoxy-benzyloxy)-1-{(4S,5S)-5-[(E)-(S)-7-(4-methoxy-phenyl)-1-methyl-hept-6-enyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-pentane-1,3,4-triol

Guidance literature:: Multi-step reaction with 9 steps

1: 99 percent / H₂ / 5 percent Pd/C / ethyl acetate

2: I₂, imidazole, Ph₃P / benzene

3: n-BuLi / tetrahydrofuran; hexamethylphosphoric acid triamide

4: K₂CO₃ / methanol

5: 1.) Cp₂Zr(H)Cl; 2.) (Ph₃P)2PdCl₂, DIBAL / 1.) THF; 2.) THF

6: TBAF / tetrahydrofuran

7: (COCl)2, Et₃N, DMSO / CH₂Cl₂

8: (cyclohexyl)2BCl, Me₂NEt / diethyl ether

9: 79 percent / LiBH₄ / tetrahydrofuran

With 1H-imidazole; bis-triphenylphosphine-palladium(II) chloride; lithium borohydride; Schwartz's reagent; n-butyllithium; oxalyl dichloride; N,N-dimethyl-ethanamine; dicyclohexylboron chloride; tetrabutyl ammonium fluoride; hydrogen; iodine; diisobutylaluminium hydride; potassium carbonate; dimethyl sulfoxide; triethylamine; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; dichloromethane; ethyl acetate; benzene;
DOI:10.1016/S0040-4039(99)00411-6