(2S,3R)-2-((2R,4R,5R)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)-4-methylpentan-3-ol

Base Information

• Chemical Name: (2S,3R)-2-((2R,4R,5R)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)-4-methylpentan-3-ol
• CAS No.: 957782-25-1
• Molecular Formula: C₁₈H₂₈O₄
• Molecular Weight: 308.418
• Mol file: 957782-25-1.mol

Synonyms:(2S,3R)-2-((2R,4R,5R)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)-4-methylpentan-3-ol

Chemical Property of (2S,3R)-2-((2R,4R,5R)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)-4-methylpentan-3-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3R)-2-((2R,4R,5R)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)-4-methylpentan-3-ol

There total 6 articles about (2S,3R)-2-((2R,4R,5R)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)-4-methylpentan-3-ol 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: 60.0%

(R)-2-((2R,4R,5R)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)propanal (957782-24-0) + isopropyl bromide (75-26-3) → (2S,3R)-2-((2R,4R,5R)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)-4-methylpentan-3-ol (957782-25-1)

Guidance literature:

isopropyl bromide; With magnesium; In tetrahydrofuran; at 20 ℃; for 1h;

(R)-2-((2R,4R,5R)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)propanal; In tetrahydrofuran; at -78 - 20 ℃; Further stages.;

DOI:10.1021/jo701524p

Reference yield:

(R)-2-((2R,4R,5R)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)-4-methylpentan-3-one (957782-29-5) → (2S,3R)-2-((2R,4R,5R)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)-4-methylpentan-3-ol (957782-25-1) + (2S,3S)-2-((2R,4R,5R)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)-4-methylpentan-3-ol

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at -78 ℃; for 5h; Title compound not separated from byproducts.;

DOI:10.1021/jo701524p

Reference yield:

(S)-2-((2R,4S,5R)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)propan-1-ol (957782-23-9) → (2S,3R)-2-((2R,4R,5R)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)-4-methylpentan-3-ol (957782-25-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 90 percent / Dess-Martin periodinane; pyridine / CH₂Cl₂ / 3 h / 20 °C

2.1: Mg / tetrahydrofuran / 1 h / 20 °C

2.2: 60 percent / tetrahydrofuran / -78 - 20 °C

With pyridine; Dess-Martin periodane; magnesium; In tetrahydrofuran; dichloromethane; 1.1: Dess-Martin oxidation / 2.2: Grignard addition;

DOI:10.1021/jo701524p

upstream raw materials:

(R)-2-((2R,4R,5R)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)-4-methylpentan-3-one

(R)-2-((2R,4R,5R)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)propanal

isopropyl bromide

(2S,3R,4R)-3,5-dihydroxy-2,4-dimethylpentyl acetate

Downstream raw materials:

(R)-2-((2R,4R,5R)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)-4-methylpentan-3-one