(4S,6R)-6-[(1R,2R)-1,2-dihydroxy-2-phenylethyl]-4-hydroxy-tetrahydro-2H-2-pyranone

Base Information

• Chemical Name: (4S,6R)-6-[(1R,2R)-1,2-dihydroxy-2-phenylethyl]-4-hydroxy-tetrahydro-2H-2-pyranone
• CAS No.: 246035-59-6
• Molecular Formula: C₁₃H₁₆O₅
• Molecular Weight: 252.267
• Mol file: 246035-59-6.mol

Synonyms:(4S,6R)-6-[(1R,2R)-1,2-dihydroxy-2-phenylethyl]-4-hydroxy-tetrahydro-2H-2-pyranone

Chemical Property of (4S,6R)-6-[(1R,2R)-1,2-dihydroxy-2-phenylethyl]-4-hydroxy-tetrahydro-2H-2-pyranone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4S,6R)-6-[(1R,2R)-1,2-dihydroxy-2-phenylethyl]-4-hydroxy-tetrahydro-2H-2-pyranone

There total 16 articles about (4S,6R)-6-[(1R,2R)-1,2-dihydroxy-2-phenylethyl]-4-hydroxy-tetrahydro-2H-2-pyranone 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: 93.0%

methyl (3R,5R,6S,7R)-3,7-bis{[(tert-butyl)(dimethyl)silyl]oxy}-5,6-dihydroxy-7-phenylheptanoate (1313835-55-0) → (4S,6R)-6-[(1R,2R)-1,2-dihydroxy-2-phenylethyl]-4-hydroxy-tetrahydro-2H-2-pyranone (246035-59-6)

Guidance literature:

With Amberlyst 15; In acetonitrile; at 20 ℃; for 2h;

DOI:10.1002/hlca.201000365

Reference yield: 78.0%

methyl (3R,5R,6S,7R)-5,6-(isopropylidenedioxy)-3,7-bis(methoxymethoxy)-7-phenylheptanoate (1092967-41-3) → (4S,6R)-6-[(1R,2R)-1,2-dihydroxy-2-phenylethyl]-4-hydroxy-tetrahydro-2H-2-pyranone (246035-59-6)

Guidance literature:

With toluene-4-sulfonic acid; In methanol; Reflux;

DOI:10.1016/j.tetlet.2008.08.078

Reference yield: 75.0%

ethyl (3R)-4-{(4R,5S)-5-[(R)-{[(tert-butyl)(dimethyl)silyl]oxy}(phenyl)methyl]-2,2-dimethyl-1,3-dioxolan-4-yl}-3-hydroxybutanoate → (4S,6R)-6-[(1R,2R)-1,2-dihydroxy-2-phenylethyl]-4-hydroxy-tetrahydro-2H-2-pyranone (246035-59-6)

Guidance literature:

With toluene-4-sulfonic acid; In dichloromethane; at 20 ℃; for 3h; Inert atmosphere;

DOI:10.1002/hlca.201200656

upstream raw materials:

methyl (3R,5R,6S,7R)-5,6-(isopropylidenedioxy)-3,7-bis(methoxymethoxy)-7-phenylheptanoate

methyl (3R,5R,6S,7R)-3,7-bis{[(tert-butyl)(dimethyl)silyl]oxy}-5,6-dihydroxy-7-phenylheptanoate

(1S)-1-phenylprop-2-en-1-ol

(R)-methyl mandelate

Downstream raw materials:

C₁₆H₂₀O₅