(S)-3-hydroxy-5-(4-methoxybenzyloxy)-2,2-dimethylpentanoic acid methyl ester

Base Information

• Chemical Name: (S)-3-hydroxy-5-(4-methoxybenzyloxy)-2,2-dimethylpentanoic acid methyl ester
• CAS No.: 472979-31-0
• Molecular Formula: C₁₆H₂₄O₅
• Molecular Weight: 296.364
• Mol file: 472979-31-0.mol

Synonyms:(S)-3-hydroxy-5-(4-methoxybenzyloxy)-2,2-dimethylpentanoic acid methyl ester

Chemical Property of (S)-3-hydroxy-5-(4-methoxybenzyloxy)-2,2-dimethylpentanoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-3-hydroxy-5-(4-methoxybenzyloxy)-2,2-dimethylpentanoic acid methyl ester

There total 1 articles about (S)-3-hydroxy-5-(4-methoxybenzyloxy)-2,2-dimethylpentanoic acid methyl ester 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:

1-methoxy-2-methyl-1-trimethylsiloxy-1-propene (31469-15-5) + 3-(p-methoxybenzyloxy)propanal (128461-65-4) → (R)-3-hydroxy-5-(4-methoxybenzyloxy)-2,2-dimethylpentanoic acid methyl ester + (S)-3-hydroxy-5-(4-methoxybenzyloxy)-2,2-dimethylpentanoic acid methyl ester (472979-31-0)

Guidance literature:

With borane-THF; N-((4-methylphenyl)sulfonyl)-D-valine; potassium carbonate; In methanol; dichloromethane; Title compound not separated from byproducts.;

DOI:10.1021/ol026468j

Reference yield: 99.0%

t-butyldimethylsiyl triflate (69739-34-0) + (S)-3-hydroxy-5-(4-methoxybenzyloxy)-2,2-dimethylpentanoic acid methyl ester (472979-31-0) → 3-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-2,2-dimethyl-pentanoic acid methyl ester (472979-84-3)

Guidance literature:

With 2,6-dimethylpyridine; dmap; In dichloromethane; at 20 ℃;

DOI:10.1021/ol026468j

Reference yield:

(S)-3-hydroxy-5-(4-methoxybenzyloxy)-2,2-dimethylpentanoic acid methyl ester (472979-31-0) → 3-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-2,2-dimethyl-pentan-1-ol (472979-90-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / 2,6-lutidine; DMAP / CH₂Cl₂ / 20 °C

2: 94 percent / DIBAH / toluene / -78 °C

With 2,6-dimethylpyridine; dmap; diisobutylaluminium hydride; In dichloromethane; toluene;

DOI:10.1021/ol026468j

upstream raw materials:

1-methoxy-2-methyl-1-trimethylsiloxy-1-propene

3-(p-methoxybenzyloxy)propanal

Downstream raw materials:

3-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-2,2-dimethyl-pentanoic acid methyl ester

(3S)-3-tert-butyldimethylsilyloxy-5-p-methoxybenzyloxy-2,2-dimethylpentanal

3-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-2,2-dimethyl-pentan-1-ol

6-(tert-butyl-dimethyl-silanyloxy)-8-(4-methoxy-benzyloxy)-5,5-dimethyl-oct-2-en-4-ol