(4S,5R)-5-(1,2-dihydroxyethyl)-2,2-dimethyl-4-(1-phenyl(hydroxy)methyl)-1,3-dioxolane

Base Information

• Chemical Name: (4S,5R)-5-(1,2-dihydroxyethyl)-2,2-dimethyl-4-(1-phenyl(hydroxy)methyl)-1,3-dioxolane
• CAS No.: 1224588-01-5
• Molecular Formula: C₁₄H₂₀O₅
• Molecular Weight: 268.31

Synonyms:(4S,5R)-5-(1,2-dihydroxyethyl)-2,2-dimethyl-4-(1-phenyl(hydroxy)methyl)-1,3-dioxolane

Chemical Property of (4S,5R)-5-(1,2-dihydroxyethyl)-2,2-dimethyl-4-(1-phenyl(hydroxy)methyl)-1,3-dioxolane

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Technology Process of (4S,5R)-5-(1,2-dihydroxyethyl)-2,2-dimethyl-4-(1-phenyl(hydroxy)methyl)-1,3-dioxolane

There total 2 articles about (4S,5R)-5-(1,2-dihydroxyethyl)-2,2-dimethyl-4-(1-phenyl(hydroxy)methyl)-1,3-dioxolane 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: 100.0%

(4S,5R)-5-(1-(benzyloxymethyl)hydroxymethyl)-2,2-dimethyl-4-(1-phenyl(hydroxy)methyl)-1,3-dioxolane (1224587-99-8) → (4S,5R)-5-(1,2-dihydroxyethyl)-2,2-dimethyl-4-(1-phenyl(hydroxy)methyl)-1,3-dioxolane (1224588-01-5)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃; for 2h;

DOI:10.1016/j.tet.2010.01.107

Reference yield: 57.0%

(4S,5S)-5-(1-(tert-butyldimethylsilyloxy)-hydroxymethyl)-2,2-dimethyl-4-(1-(phenyl)-hydroxymethyl)-1,3-dioxolane (1224588-00-4) → (4S,5R)-5-(1,2-dihydroxyethyl)-2,2-dimethyl-4-(1-phenyl(hydroxy)methyl)-1,3-dioxolane (1224588-01-5)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 0.166667h;

DOI:10.1016/j.tet.2010.01.107

Reference yield: 58.0%

(4S,5R)-5-(1,2-dihydroxyethyl)-2,2-dimethyl-4-(1-phenyl(hydroxy)methyl)-1,3-dioxolane (1224588-01-5) + 1,1'-Thiocarbonyldiimidazole (6160-65-2) → (4R,4'R,5'S)-2',2'-dimethyl-5'-[(R)-1-phenyl(hydroxy)methyl]-4,4'-bi(1,3-dioxolane)-2-thione (1224588-02-6)

Guidance literature:

In tetrahydrofuran; at 20 ℃; for 24h;

DOI:10.1016/j.tet.2010.01.107

upstream raw materials:

(4S,5R)-5-(1-(benzyloxymethyl)hydroxymethyl)-2,2-dimethyl-4-(1-phenyl(hydroxy)methyl)-1,3-dioxolane

(4S,5S)-5-(1-(tert-butyldimethylsilyloxy)-hydroxymethyl)-2,2-dimethyl-4-(1-(phenyl)-hydroxymethyl)-1,3-dioxolane

Downstream raw materials:

(4R,4'R,5'S)-2',2'-dimethyl-5'-[(R)-1-phenyl(hydroxy)methyl]-4,4'-bi(1,3-dioxolane)-2-thione

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