(2S,3S,4R,5S) 3,5-diacetoxy-2,4-dihydroxy-4-methyl-5-phenylpentane

Base Information

• Chemical Name: (2S,3S,4R,5S) 3,5-diacetoxy-2,4-dihydroxy-4-methyl-5-phenylpentane
• CAS No.: 156746-37-1
• Molecular Formula: C₁₆H₂₂O₆
• Molecular Weight: 310.347
• Mol file: 156746-37-1.mol

Synonyms:(2S,3S,4R,5S) 3,5-diacetoxy-2,4-dihydroxy-4-methyl-5-phenylpentane

Chemical Property of (2S,3S,4R,5S) 3,5-diacetoxy-2,4-dihydroxy-4-methyl-5-phenylpentane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3S,4R,5S) 3,5-diacetoxy-2,4-dihydroxy-4-methyl-5-phenylpentane

There total 1 articles about (2S,3S,4R,5S) 3,5-diacetoxy-2,4-dihydroxy-4-methyl-5-phenylpentane 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:

(2S,3R) 2,3-diacetoxy-4-methyl-5-phenylpent-4-ene → (2S,3S,4S,5R) 2,3-diacetoxy-4,5-dihydroxy-4-methyl-5-phenylpentane + (2S,3S,4R,5S) 2,5-diacetoxy-3,4-dihydroxy-4-methyl-5-phenylpentane + (2S,3S,4R,5S) 3,5-diacetoxy-2,4-dihydroxy-4-methyl-5-phenylpentane (156746-37-1)

Guidance literature:

With potassium osmate(VI); dihydroquinine 4-chlorobenzoate; potassium carbonate; potassium hexacyanoferrate(III); In water; tert-butyl alcohol; at 23 ℃; Yield given. Yields of byproduct given;

DOI:10.1016/S0040-4020(01)90413-2

Reference yield: 88.0%

2,2-dimethoxy-propane (77-76-9) + (2S,3S,4R,5S) 3,5-diacetoxy-2,4-dihydroxy-4-methyl-5-phenylpentane (156746-37-1) → (2S,3S,4R,5S) 3,5-diacetoxy-2,4-isopropylidenedioxy-4-methyl-5-phenylpentane (156746-40-6)

Guidance literature:

With toluene-4-sulfonic acid; In acetone; for 0.5h; Heating;

DOI:10.1016/S0040-4020(01)90413-2

Reference yield:

(2S,3S,4R,5S) 3,5-diacetoxy-2,4-dihydroxy-4-methyl-5-phenylpentane (156746-37-1) → (2S,3S,4R,5S) 3,5-dihydroxy-2,4-isopropylidenedioxy-4-methyl-5-phenylpentane

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / 4-toluenesulfonic acid / acetone / 0.5 h / Heating

2: 80 percent / 1N NaOH / methanol / 1 h / 30 - 40 °C

With sodium hydroxide; toluene-4-sulfonic acid; In methanol; acetone;

DOI:10.1016/S0040-4020(01)90413-2

Downstream raw materials:

(2S,3S,4R,5S) 3,5-diacetoxy-2,4-isopropylidenedioxy-4-methyl-5-phenylpentane