α-(p-tolylsulfinyl) β-hydroxy n-decanoate de t-butyle

Base Information

• Chemical Name: α-(p-tolylsulfinyl) β-hydroxy n-decanoate de t-butyle
• CAS No.: 63741-26-4
• Molecular Formula: C₂₁H₃₄O₄S
• Molecular Weight: 382.565
• Mol file: 63741-26-4.mol

Synonyms:

Chemical Property of α-(p-tolylsulfinyl) β-hydroxy n-decanoate de t-butyle

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of α-(p-tolylsulfinyl) β-hydroxy n-decanoate de t-butyle

There total 4 articles about α-(p-tolylsulfinyl) β-hydroxy n-decanoate de t-butyle 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:

Octanal (124-13-0) + tert-butyl (R)-p-toluenesulfinylacetate (58059-08-8) → α-(p-tolylsulfinyl) β-hydroxy n-decanoate de t-butyle (63741-26-4)

Guidance literature:

With tert-butylmagnesium bromide; In tetrahydrofuran; at -78 ℃; Yield given;

DOI:10.1016/0040-4020(80)80010-X

Reference yield:

acetic acid tert-butyl ester (540-88-5) → α-(p-tolylsulfinyl) β-hydroxy n-decanoate de t-butyle (63741-26-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) (iPr)2NMgBr; 2) NH₄Cl / 1) THF, ether, -40 to -35 deg C

2: t-BuMgBr / tetrahydrofuran / -78 °C

With bromomagnesium diisopropylamide; tert-butylmagnesium bromide; ammonium chloride; In tetrahydrofuran;

DOI:10.1016/0040-4020(80)80010-X

Reference yield:

sodium 4-methylbenzenesulfinate (824-79-3) → α-(p-tolylsulfinyl) β-hydroxy n-decanoate de t-butyle (63741-26-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 1) thyonyl chloride / 1) 1 h, 0 deg C; 2) ether, pyridine, 2 h, RT

2: 1) (iPr)2NMgBr; 2) NH₄Cl / 1) THF, ether, -40 to -35 deg C

3: t-BuMgBr / tetrahydrofuran / -78 °C

With thionyl chloride; bromomagnesium diisopropylamide; tert-butylmagnesium bromide; ammonium chloride; In tetrahydrofuran;

DOI:10.1016/0040-4020(80)80010-X

upstream raw materials:

Octanal

tert-butyl (R)-p-toluenesulfinylacetate

acetic acid tert-butyl ester

sodium 4-methylbenzenesulfinate

Downstream raw materials:

(3R)-3-hydroxydecanoic acid

3-(S)-hydroxydecanoic acid

methyl (R)-3-hydroxydecanoate

(S)-methyl 3-hydroxydecanoate