(2S,3S)-3-hydroxy-2-methyloctyl tosylate

Base Information

• Chemical Name: (2S,3S)-3-hydroxy-2-methyloctyl tosylate
• CAS No.: 439278-13-4
• Molecular Formula: C₁₆H₂₆O₄S
• Molecular Weight: 314.446
• Mol file: 439278-13-4.mol

Synonyms:(2S,3S)-3-hydroxy-2-methyloctyl tosylate

Chemical Property of (2S,3S)-3-hydroxy-2-methyloctyl tosylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3S)-3-hydroxy-2-methyloctyl tosylate

There total 3 articles about (2S,3S)-3-hydroxy-2-methyloctyl tosylate 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: 85.8%

p-toluenesulfonyl chloride (98-59-9) + (2S,3S)-2-methyloctane-1,3-diol (439278-24-7) → (2S,3S)-3-hydroxy-2-methyloctyl tosylate (439278-13-4)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 20 ℃; for 24h;

DOI:10.1021/jo025540o

Reference yield:

hexanal (66-25-1) → (2S,3S)-3-hydroxy-2-methyloctyl tosylate (439278-13-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 81.5 percent / TiCl₄; TMEDA / CH₂Cl₂ / 12 h / 0 °C

2: 72.5 percent / CaCl₂; NaBH₄ / tetrahydrofuran; ethanol / 1 - 4 °C

3: 85.8 percent / Et₃N; DMAP / CH₂Cl₂ / 24 h / 20 °C

With dmap; sodium tetrahydroborate; N,N,N,N,-tetramethylethylenediamine; titanium tetrachloride; triethylamine; calcium chloride; In tetrahydrofuran; ethanol; dichloromethane;

DOI:10.1021/jo025540o

Reference yield:

(R)-4-phenyl-3-((2R,3S)-3-hydroxy-2-methyloctanoyl)-1,3-oxazolidin-2-one (439278-12-3) → (2S,3S)-3-hydroxy-2-methyloctyl tosylate (439278-13-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 72.5 percent / CaCl₂; NaBH₄ / tetrahydrofuran; ethanol / 1 - 4 °C

2: 85.8 percent / Et₃N; DMAP / CH₂Cl₂ / 24 h / 20 °C

With dmap; sodium tetrahydroborate; triethylamine; calcium chloride; In tetrahydrofuran; ethanol; dichloromethane;

DOI:10.1021/jo025540o

upstream raw materials:

p-toluenesulfonyl chloride

(2S,3S)-2-methyloctane-1,3-diol

hexanal

(R)-4-phenyl-3-((2R,3S)-3-hydroxy-2-methyloctanoyl)-1,3-oxazolidin-2-one

Downstream raw materials:

(2S,3S)-3-(2-ethoxycarbonylacetoxy)-2-methyloctyl tosylate