(S)-2-[(2R,3R,4S,5S,6R)-3,5-Dihydroxy-2-((1R,2R)-2-hydroxy-cyclohexyloxy)-6-hydroxymethyl-tetrahydro-pyran-4-yloxy]-3-phenyl-propionic acid

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Chemical Name:(S)-2-[(2R,3R,4S,5S,6R)-3,5-Dihydroxy-2-((1R,2R)-2-hydroxy-cyclohexyloxy)-6-hydroxymethyl-tetrahydro-pyran-4-yloxy]-3-phenyl-propionic acid
CAS No.:888011-02-7
Molecular Formula:C₂₁H₃₀O₉
Molecular Weight:426.464
Hs Code.:

Synonyms:(S)-2-[(2R,3R,4S,5S,6R)-3,5-Dihydroxy-2-((1R,2R)-2-hydroxy-cyclohexyloxy)-6-hydroxymethyl-tetrahydro-pyran-4-yloxy]-3-phenyl-propionic acid

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Chemical Property of (S)-2-[(2R,3R,4S,5S,6R)-3,5-Dihydroxy-2-((1R,2R)-2-hydroxy-cyclohexyloxy)-6-hydroxymethyl-tetrahydro-pyran-4-yloxy]-3-phenyl-propionic acid

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Technology Process of (S)-2-[(2R,3R,4S,5S,6R)-3,5-Dihydroxy-2-((1R,2R)-2-hydroxy-cyclohexyloxy)-6-hydroxymethyl-tetrahydro-pyran-4-yloxy]-3-phenyl-propionic acid

There total 5 articles about (S)-2-[(2R,3R,4S,5S,6R)-3,5-Dihydroxy-2-((1R,2R)-2-hydroxy-cyclohexyloxy)-6-hydroxymethyl-tetrahydro-pyran-4-yloxy]-3-phenyl-propionic 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:

: benzyl (2S)-3-phenyl-2-O-{1-O-[(1R,2R) cyclohexyl]-6-O-benzyl-β-D-galactopyranos-3-yl}propanoate

: 888011-02-7
(S)-2-[(2R,3R,4S,5S,6R)-3,5-Dihydroxy-2-((1R,2R)-2-hydroxy-cyclohexyloxy)-6-hydroxymethyl-tetrahydro-pyran-4-yloxy]-3-phenyl-propionic acid

Guidance literature:: With hydrogen; palladium dihydroxide; In 1,4-dioxane; water; acetic acid; at 20 ℃; for 22h;
DOI:10.1139/v00-081

Reference yield:

: 1072-86-2,1460-57-7,1792-81-0,54383-22-1,57794-08-8,931-17-9
(1R,2R)-trans-1,2-cyclohexanediol

: 888011-02-7
(S)-2-[(2R,3R,4S,5S,6R)-3,5-Dihydroxy-2-((1R,2R)-2-hydroxy-cyclohexyloxy)-6-hydroxymethyl-tetrahydro-pyran-4-yloxy]-3-phenyl-propionic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: 67 percent / 4A MS; DMTST / CH₂Cl₂ / 3 h / 20 °C

2.1: 94 percent / MeONa; MeOH / 3 h / 20 °C

3.1: dibutyltin oxide / 2.5 h / Heating

3.2: 82 percent / CsF / CH₂Cl₂ / 3 h

4.1: H₂ / 20 percent Pd(OH)2 / dioxane; H₂O; acetic acid / 22 h / 20 °C

With methanol; hydrogen; sodium methylate; di(n-butyl)tin oxide; dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; palladium dihydroxide; In 1,4-dioxane; dichloromethane; water; acetic acid; 1.1: glycosylation / 2.1: debenzoylation / 3.1: Condensation / 4.1: Hydrogenolysis;
DOI:10.1139/v00-081

Reference yield:

: 293752-52-0
(1R,2R)-2-hydroxy-cyclohexyl 6-O-benzyl-β-D-galactopyranoside

: 888011-02-7
(S)-2-[(2R,3R,4S,5S,6R)-3,5-Dihydroxy-2-((1R,2R)-2-hydroxy-cyclohexyloxy)-6-hydroxymethyl-tetrahydro-pyran-4-yloxy]-3-phenyl-propionic acid

Guidance literature:: Multi-step reaction with 2 steps

1.1: dibutyltin oxide / 2.5 h / Heating

1.2: 82 percent / CsF / CH₂Cl₂ / 3 h

2.1: H₂ / 20 percent Pd(OH)2 / dioxane; H₂O; acetic acid / 22 h / 20 °C

With hydrogen; di(n-butyl)tin oxide; palladium dihydroxide; In 1,4-dioxane; water; acetic acid; 1.1: Condensation / 2.1: Hydrogenolysis;
DOI:10.1139/v00-081