(S)-N-((S)-1-(3-methoxyphenyl)ethyl)-2-methylpropane-2-sulfinamide

Base Information

• Chemical Name: (S)-N-((S)-1-(3-methoxyphenyl)ethyl)-2-methylpropane-2-sulfinamide
• CAS No.: 1304771-29-6
• Molecular Formula: C₁₃H₂₁NO₂S
• Molecular Weight: 255.381
• Mol file: 1304771-29-6.mol

Synonyms:(S)-N-((S)-1-(3-methoxyphenyl)ethyl)-2-methylpropane-2-sulfinamide

Chemical Property of (S)-N-((S)-1-(3-methoxyphenyl)ethyl)-2-methylpropane-2-sulfinamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-N-((S)-1-(3-methoxyphenyl)ethyl)-2-methylpropane-2-sulfinamide

There total 3 articles about (S)-N-((S)-1-(3-methoxyphenyl)ethyl)-2-methylpropane-2-sulfinamide 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: 72.0%

1-(3-methoxy)-phenylethanol (89691-63-4,120523-12-8,129940-69-8,23308-82-9) + (S)-2-methylpropane-2-sulfinamide (343338-28-3) → (S)-N-((S)-1-(3-methoxyphenyl)ethyl)-2-methylpropane-2-sulfinamide (1304771-29-6)

Guidance literature:

With sodium hydroxide; 1-(3-Methoxyphenyl)ethanone; In toluene; at 120 ℃; for 6h; diastereoselective reaction; Inert atmosphere; Sealed tube;

DOI:10.1002/anie.201905870

Reference yield:

(S)-N-[1-(3-methoxyphenyl)ethylidene]-2-methylpropane-2-sulfinamide → (S)-N-((S)-1-(3-methoxyphenyl)ethyl)-2-methylpropane-2-sulfinamide (1304771-29-6)

Guidance literature:

With [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; (1R,2S)-1-Amino-2-indanol; potassium tert-butylate; isopropyl alcohol; at 20 ℃; for 3h; diastereoselective reaction; Inert atmosphere; Molecular sieve;

DOI:10.1021/jo101057s

Reference yield:

1-(3-Methoxyphenyl)ethanone (586-37-8) → (S)-N-((S)-1-(3-methoxyphenyl)ethyl)-2-methylpropane-2-sulfinamide (1304771-29-6)

Guidance literature:

Multi-step reaction with 2 steps

1: Inert atmosphere

2: [RhCl₂(p-cymene)]2; potassium tert-butylate; 2-Amino-2-methyl-1-propanol; isopropyl alcohol / 2.5 h / 50 °C / Inert atmosphere; Molecular sieve

With [RhCl₂(p-cymene)]2; potassium tert-butylate; 2-Amino-2-methyl-1-propanol; isopropyl alcohol;

DOI:10.1002/chem.201102426

upstream raw materials:

1-(3-Methoxyphenyl)ethanone

1-(3-methoxy)-phenylethanol

(S)-2-methylpropane-2-sulfinamide

Downstream raw materials:

(S)-1-(3-methoxyphenyl)ethylamine

Refernces

• 1、 Xi, Xiaomei,Li, Yongjie,Wang, Guannan,Xu, Guangda,Shang, Lina,Zhang, Yao,Xia, Lixin. "Iridium-catalyzed diastereoselective amination of alcohols with chiral: Tert-butanesulfinamide by the use of a borrowing hydrogen methodology". supporting information. p. 7651 - 7654. Retrieved 2019/08/30.
• 2、 Pablo, Oscar,Guijarro, David,Kovacs, Gabor,Lledos, Agusti,Ujaque, Gregori,Yus, Miguel. "A versatile Ru catalyst for the asymmetric transfer hydrogenation of both aromatic and aliphatic sulfinylimines". supporting information; experimental part. p. 1969 - 1983. Retrieved 2012/03/26.