N-(1-hydroxymethyl-2-oxo-decyl)-4-methyl-benzenesulfonamide

Base Information

• Chemical Name: N-(1-hydroxymethyl-2-oxo-decyl)-4-methyl-benzenesulfonamide
• CAS No.: 382653-95-4
• Molecular Formula: C₁₈H₂₉NO₄S
• Molecular Weight: 355.499
• Mol file: 382653-95-4.mol

Synonyms:N-(1-hydroxymethyl-2-oxo-decyl)-4-methyl-benzenesulfonamide

Chemical Property of N-(1-hydroxymethyl-2-oxo-decyl)-4-methyl-benzenesulfonamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(1-hydroxymethyl-2-oxo-decyl)-4-methyl-benzenesulfonamide

There total 2 articles about N-(1-hydroxymethyl-2-oxo-decyl)-4-methyl-benzenesulfonamide 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:

p-toluenesulfonyl chloride (98-59-9) → N-(1-hydroxymethyl-2-oxo-decyl)-4-methyl-benzenesulfonamide (382653-95-4)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. NaOH / ethyl acetate

2: n-BuLi / tetrahydrofuran; diethyl ether

With sodium hydroxide; n-butyllithium; In tetrahydrofuran; diethyl ether; ethyl acetate;

DOI:10.1055/s-2001-17440

Reference yield:

N-tosyl-L-serine (7663-92-5,5873-11-0,5873-13-2,5873-12-1) + n-octyl-magnesium iodide (55446-76-9) → N-(1-hydroxymethyl-2-oxo-decyl)-4-methyl-benzenesulfonamide (382653-95-4)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; diethyl ether;

DOI:10.1055/s-2001-17440

Reference yield:

N-(1-hydroxymethyl-2-oxo-decyl)-4-methyl-benzenesulfonamide (382653-95-4) → (+)-preussin (125356-66-3,119463-16-0)

Guidance literature:

Multi-step reaction with 11 steps

1.1: BF₃*OEt₂ / CH₂Cl₂

2.1: ethanol / Raney nickel / Heating

3.1: 91 percent / KOH; TsCl / tetrahydrofuran / 20 °C

4.1: Na; naphthalene / tetrahydrofuran / -78 °C

5.1: DMAP; Et₃N / CH₂Cl₂ / 0 °C

6.1: n-BuLi; TMEDA / tetrahydrofuran / -78 °C

6.2: 89 percent / tetrahydrofuran / -78 - 20 °C

7.1: n-BuLi / tetrahydrofuran / -78 °C

7.2: tetrahydrofuran

7.3: BzCl / tetrahydrofuran

8.1: 78 percent / TBAF / tetrahydrofuran / 38 h / Heating

9.1: NaCNBH₃ / acetic acid; H₂O; acetonitrile

10.1: n-BuLi / tetrahydrofuran; hexane / 0.25 h / -78 °C

10.2: 49 percent / TMSOOTMS / tetrahydrofuran / 15 h / 20 °C

11.1: 86 percent / LiAlH₄ / tetrahydrofuran / -78 °C

With dmap; potassium hydroxide; lithium aluminium tetrahydride; n-butyllithium; naphthalene; ethanol; N,N,N,N,-tetramethylethylenediamine; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; sodium; sodium cyanoborohydride; triethylamine; p-toluenesulfonyl chloride; nickel; In tetrahydrofuran; hexane; dichloromethane; water; acetic acid; acetonitrile;

DOI:10.1055/s-2001-17440

upstream raw materials:

N-tosyl-L-serine

n-octyl-magnesium iodide

p-toluenesulfonyl chloride

Downstream raw materials:

N-[2-hydroxy-1-(2-octyl-[1,3]dithian-2-yl)-ethyl]-4-methyl-benzenesulfonamide

(+)-preussin

(R)-2-Nonyl-1-(toluene-4-sulfonyl)-aziridine

N-(1-hydroxymethyl-decyl)-4-methyl-benzenesulfonamide