(2R)-2-{(2S,3R,4S,5S,6R)-2-[(2R,3R)-1,4-dimethoxy-1,4-dioxo-3-((2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yloxy)butan-2-yloxy]-3,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-4-yloxy}-3-phenylpropanoic acid

Base Information

Chemical Name:(2R)-2-{(2S,3R,4S,5S,6R)-2-[(2R,3R)-1,4-dimethoxy-1,4-dioxo-3-((2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yloxy)butan-2-yloxy]-3,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-4-yloxy}-3-phenylpropanoic acid
CAS No.:1403603-68-8
Molecular Formula:C₂₇H₃₈O₁₇
Molecular Weight:634.589
Hs Code.:

(2R)-2-{(2S,3R,4S,5S,6R)-2-[(2R,3R)-1,4-dimethoxy-1,4-dioxo-3-((2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yloxy)butan-2-yloxy]-3,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-4-yloxy}-3-phenylpropanoic acid

Synonyms:(2R)-2-{(2S,3R,4S,5S,6R)-2-[(2R,3R)-1,4-dimethoxy-1,4-dioxo-3-((2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yloxy)butan-2-yloxy]-3,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-4-yloxy}-3-phenylpropanoic acid

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Chemical Property of (2R)-2-{(2S,3R,4S,5S,6R)-2-[(2R,3R)-1,4-dimethoxy-1,4-dioxo-3-((2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yloxy)butan-2-yloxy]-3,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-4-yloxy}-3-phenylpropanoic acid

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Technology Process of (2R)-2-{(2S,3R,4S,5S,6R)-2-[(2R,3R)-1,4-dimethoxy-1,4-dioxo-3-((2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yloxy)butan-2-yloxy]-3,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-4-yloxy}-3-phenylpropanoic acid

There total 7 articles about (2R)-2-{(2S,3R,4S,5S,6R)-2-[(2R,3R)-1,4-dimethoxy-1,4-dioxo-3-((2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yloxy)butan-2-yloxy]-3,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-4-yloxy}-3-phenylpropanoic 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: 77.0%

: (2R,3R)-dimethyl-2-(8-((R)-1-(benzyloxy)-1-oxo-3-phenylpropan-2-yloxy)-7-hydroxy-2-phenylhexahydropyrano[3,2-d][1,3]dioxin-6-yloxy)-3-(3,4,5-tris(benzyloxy)-6-methyltetrahydro-2H-pyran-2-yloxy)succinate

: 1403603-68-8
(2R)-2-{(2S,3R,4S,5S,6R)-2-[(2R,3R)-1,4-dimethoxy-1,4-dioxo-3-((2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yloxy)butan-2-yloxy]-3,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-4-yloxy}-3-phenylpropanoic acid

Guidance literature:: With palladium 10% on activated carbon; hydrogen; In 1,4 dimethylcyclohexane; at 20 ℃; Inert atmosphere;
DOI:10.1021/ml300263x

Reference yield:

: 132799-10-1
ethyl 1-thio-α-L-fucopyranoside

: 1403603-68-8
(2R)-2-{(2S,3R,4S,5S,6R)-2-[(2R,3R)-1,4-dimethoxy-1,4-dioxo-3-((2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yloxy)butan-2-yloxy]-3,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-4-yloxy}-3-phenylpropanoic acid

Guidance literature:: Multi-step reaction with 7 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 0.25 h / 0 °C / Inert atmosphere

1.2: 20 °C / Inert atmosphere

2.1: dichloromethane / 4 h / Molecular sieve; Inert atmosphere

2.2: 1 h / -30 °C / Inert atmosphere

3.1: dichloromethane / 4 h / Molecular sieve; Inert atmosphere

3.2: 1 h / -30 °C / Inert atmosphere

4.1: sodium methylate / methanol / 5 °C / Inert atmosphere

5.1: camphor-10-sulfonic acid; triethylamine / acetonitrile / 2 h / Inert atmosphere

6.1: di(n-butyl)tin oxide / methanol / 2 h / Inert atmosphere; Reflux

6.2: 1.25 h / Inert atmosphere

7.1: palladium 10% on activated carbon; hydrogen / 1,4 dimethylcyclohexane / 20 °C / Inert atmosphere

With palladium 10% on activated carbon; camphor-10-sulfonic acid; hydrogen; sodium methylate; sodium hydride; di(n-butyl)tin oxide; triethylamine; In methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile; 1,4 dimethylcyclohexane;
DOI:10.1021/ml300263x

Reference yield:

: C₃₉H₄₈O₁₅

: 1403603-68-8
(2R)-2-{(2S,3R,4S,5S,6R)-2-[(2R,3R)-1,4-dimethoxy-1,4-dioxo-3-((2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yloxy)butan-2-yloxy]-3,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-4-yloxy}-3-phenylpropanoic acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: camphor-10-sulfonic acid; triethylamine / acetonitrile / 2 h / Inert atmosphere

2.1: di(n-butyl)tin oxide / methanol / 2 h / Inert atmosphere; Reflux

2.2: 1.25 h / Inert atmosphere

3.1: palladium 10% on activated carbon; hydrogen / 1,4 dimethylcyclohexane / 20 °C / Inert atmosphere

With palladium 10% on activated carbon; camphor-10-sulfonic acid; hydrogen; di(n-butyl)tin oxide; triethylamine; In methanol; acetonitrile; 1,4 dimethylcyclohexane;
DOI:10.1021/ml300263x