(R)-8-(((2R,3R,5R,6S)-3,5-dihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)nonanoic acid

Base Information

Chemical Name:(R)-8-(((2R,3R,5R,6S)-3,5-dihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)nonanoic acid
CAS No.:1355681-08-1
Molecular Formula:C₁₅H₂₈O₆
Molecular Weight:304.384
Hs Code.:

Synonyms:(R)-8-(((2R,3R,5R,6S)-3,5-dihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)nonanoic acid

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Chemical Property of (R)-8-(((2R,3R,5R,6S)-3,5-dihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)nonanoic acid

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Technology Process of (R)-8-(((2R,3R,5R,6S)-3,5-dihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)nonanoic acid

There total 1 articles about (R)-8-(((2R,3R,5R,6S)-3,5-dihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)nonanoic acid 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:

: 4117-09-3
7-bromo-hept-1-ene

: 1355681-08-1
(R)-8-(((2R,3R,5R,6S)-3,5-dihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)nonanoic acid

Guidance literature:: Multi-step reaction with 8 steps

1.1: magnesium / tetrahydrofuran / 3 h / 20 °C

1.2: 10 h / -78 - 20 °C / Inert atmosphere

2.1: dmap / 1,2-dichloro-ethane / 4 h / 0 - 20 °C

3.1: water; ruthenium(III) chloride dihydrate; sodium periodate / acetonitrile / 0.08 h / 20 °C

4.1: sodium methylate / methanol / 4 h / 0 - 20 °C

5.1: potassium carbonate / N,N-dimethyl-formamide / 10 h / 20 °C

6.1: N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere

7.1: water; sodium hydroxide / 1,4-dioxane / 3 h / 60 °C

8.1: hydrogen; 10 wt% Pd(OH)2 on carbon; methanol / 12 h / 20 °C

With methanol; dmap; sodium periodate; N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; ruthenium(III) chloride dihydrate; 10 wt% Pd(OH)2 on carbon; water; hydrogen; sodium methylate; potassium carbonate; magnesium; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1039/d0ob00652a

Reference yield: 88.0%

: 1355681-08-1
(R)-8-(((2R,3R,5R,6S)-3,5-dihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)nonanoic acid

: 3182-93-2
(L)-phenylalanine ethyl ester hydrochloride

: ethyl ((R)-8-(((2R,3R,5R,6S)-3,5-dihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)nonanoyl)-L-phenylalaninate

Guidance literature:: With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 0 ℃; for 0.166667h;
DOI:10.1021/jacs.0c06877