(3S)-N-(4-methylbenzene)-1-sulfonoamido-5-methylhexanoic acid

Base Information

• Chemical Name: (3S)-N-(4-methylbenzene)-1-sulfonoamido-5-methylhexanoic acid
• CAS No.: 22818-42-4
• Molecular Formula: C₁₄H₂₁NO₄S
• Molecular Weight: 299.391
• Mol file: 22818-42-4.mol

Synonyms:(3S)-N-(4-methylbenzene)-1-sulfonoamido-5-methylhexanoic acid

Chemical Property of (3S)-N-(4-methylbenzene)-1-sulfonoamido-5-methylhexanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S)-N-(4-methylbenzene)-1-sulfonoamido-5-methylhexanoic acid

There total 13 articles about (3S)-N-(4-methylbenzene)-1-sulfonoamido-5-methylhexanoic acid 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: 76.0%

(3S)-N-(4-methylbenzene)-1-sulfonoamido-1-nitro-5-methylhexane (1445444-43-8) → (3S)-N-(4-methylbenzene)-1-sulfonoamido-5-methylhexanoic acid (22818-42-4)

Guidance literature:

With acetic acid; sodium nitrite; In dimethyl sulfoxide; at 40 ℃; for 20h; Inert atmosphere;

DOI:10.1055/s-0032-1318344

Reference yield:

(2S)-N-(4-methylbenzene)-1-sulfonoamido-4-methylpentan-1-ol (130748-67-3) → (3S)-N-(4-methylbenzene)-1-sulfonoamido-5-methylhexanoic acid (22818-42-4)

Guidance literature:

Multi-step reaction with 2 steps

1: dimethylsulfoxide / 2 h / 20 °C

2: aq. NaOH / 110 °C

With sodium hydroxide; In dimethyl sulfoxide;

DOI:10.1016/j.tetlet.2007.02.033

Reference yield:

(S)-N-(1-cyano-4-methylpentan-2-yl)-4-methylbenzenesulfonamide (936012-04-3) → (3S)-N-(4-methylbenzene)-1-sulfonoamido-5-methylhexanoic acid (22818-42-4)

Guidance literature:

With sodium hydroxide; at 110 ℃;

DOI:10.1016/j.tetlet.2007.02.033

upstream raw materials:

L-β-Tosylamino-isooenanthsaeureamid, (S)-3-Tosylamino-5-methyl-capronsaeureamid

(S)-1-(2-trimethylsilyl-1,3-dithian-2-yl)-2-(4-methylbenzenesulfonamido)-4-methylpentane

(S)-N-(1-cyano-4-methylpentan-2-yl)-4-methylbenzenesulfonamide

(S)-2-amino-4-methylpentan-1-ol

Downstream raw materials:

(S)-3-amino-5-methylhexanoic acid

N-[1-(2-hydroxy-ethyl)-3-methyl-butyl]-4-methyl-benzenesulfonamide

(S)-1-Diazo-2-oxo-6-methyl-4-tosylamino-heptan

Refernces

• 1、 Ghorai, Manas K.,Das, Kalpataru,Kumar, Amit. "A convenient synthetic route to enantiopure N-tosylazetidines from α-amino acids". . p. 2471 - 2475. Retrieved 2007/10/03.