(1R)-[N-(p-toluenesulfonyl)-p-toluenesulfonimidoyl]-1-aminoethylbenzene

Base Information

• Chemical Name: (1R)-[N-(p-toluenesulfonyl)-p-toluenesulfonimidoyl]-1-aminoethylbenzene
• CAS No.: 908013-49-0
• Molecular Formula: C₂₂H₂₄N₂O₃S₂
• Molecular Weight: 428.576
• Mol file: 908013-49-0.mol

Synonyms:(1R)-[N-(p-toluenesulfonyl)-p-toluenesulfonimidoyl]-1-aminoethylbenzene

Chemical Property of (1R)-[N-(p-toluenesulfonyl)-p-toluenesulfonimidoyl]-1-aminoethylbenzene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R)-[N-(p-toluenesulfonyl)-p-toluenesulfonimidoyl]-1-aminoethylbenzene

There total 20 articles about (1R)-[N-(p-toluenesulfonyl)-p-toluenesulfonimidoyl]-1-aminoethylbenzene 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: 80.0%

N-[(1S)-amino(4-tolyl)oxido-λ4-sulfanylidene]tosylamide (816444-61-8) + ethylbenzene (100-41-4,27536-89-6) → (1R)-[N-(p-toluenesulfonyl)-p-toluenesulfonimidoyl]-1-aminoethylbenzene (908013-49-0)

Guidance literature:

With Rh₂{(S)-nta}4; bis(tertbutylcarbonyloxy)iodobenzene; In methanol; 1,1,2,2-tetrachloroethane; at -35 ℃; for 72h; diastereoselective reaction; Inert atmosphere; Molecular sieve;

DOI:10.1039/c0dt00283f

Reference yield: 73.0%

N-[(1S)-amino(4-tolyl)oxido-λ4-sulfanylidene]tosylamide (816444-61-8) + ethylbenzene (100-41-4,27536-89-6) → (1S)-[N-(p-toluenesulfonyl)-p-toluenesulfonimidoyl]-1-aminoethylbenzene + (1R)-[N-(p-toluenesulfonyl)-p-toluenesulfonimidoyl]-1-aminoethylbenzene (908013-49-0)

Guidance literature:

With dirhodium(II) tetrakis[N-(1,8-naphthaloyl)-(S)-tert-leucinate]; 4 A molecular sieve; bis(tertbutylcarbonyloxy)iodobenzene; In methanol; 1,1,2,2-tetrachloroethane; at -35 ℃; for 72h;

DOI:10.1002/anie.200601248

Reference yield: 57.0%

ethylbenzene (100-41-4,27536-89-6) + (rac)-(-)-N-(p-toluenesulfonyl)-p-toluenesulfonimidamide (94892-50-9) → (+)-(R)-N-(p-toluenesulfonyl)-p-toluenesulfonimidamide (816444-62-9) + (1R)-[N-(p-toluenesulfonyl)-p-toluenesulfonimidoyl]-1-aminoethylbenzene (908013-49-0)

Guidance literature:

With 4 A molecular sieve; (S)-N-1,8-naphthoylalanine dirhodium complex; In methanol; 1,1,2,2-tetrachloroethane; at -35 ℃; for 72h;

DOI:10.1021/ja076519d

upstream raw materials:

N-[(1S)-amino(4-tolyl)oxido-λ⁴-sulfanylidene]tosylamide

ethylbenzene

(R)-1-phenyl-ethyl-amine

N-(4-methylbenzenesulfonyl) 4-methylphenyl sulfonimidoyl chloride

Downstream raw materials:

(S)-N-[((R)-10,11-dihydro-5H-dibenzo[a,d][7]annulen-10-ylamino)(4-tolyl)oxido-λ⁴-sulfanylidene]tosylamide

(S)-N-[[((R)-1-acetyl-1,2,3,4-tetrahydroquinolin-4-yl)amino](4-tolyl)oxido-λ⁴-sulfanylidene]tosylamide

(S)-N-[[((R)-3-methylcyclohex-2-en-1-yl)amino](4-tolyl)oxido-λ⁴-sulfanylidene]tosylamide

(S)-N-{(4-tolyl)(oxido)[((1S,2R,5S)-4,6,6-trimethylbicyclo[3.1.1]hept-3-en-2-yl)amino]-λ⁴-sulfanylidene}tosylamide

Refernces

• 1、 Collet, Florence,Lescot, Camille,Liang, Chungen,Dauban, Philippe. "Studies in catalytic C-H amination involving nitrene C-H insertion". . p. 10401 - 10413. Retrieved 2011/01/06.
• 2、 Collet, Florence,Dodd, Robert H.,Dauban, Philippe. "Stereoselective rhodium-catalyzed lmination of sulfides". supporting information; experimental part. p. 5473 - 5476. Retrieved 2009/06/06.