(R)-N-((2S,3S)-3-(dibenzylamino)-1,1,1-trifluoro-4-phenylbutan-2-yl)-2-methylpropane-2-sulfinamide

Base Information

• Chemical Name: (R)-N-((2S,3S)-3-(dibenzylamino)-1,1,1-trifluoro-4-phenylbutan-2-yl)-2-methylpropane-2-sulfinamide
• CAS No.: 441045-69-8
• Molecular Formula: C₂₈H₃₃F₃N₂OS
• Molecular Weight: 502.644
• Mol file: 441045-69-8.mol

Synonyms:(R)-N-((2S,3S)-3-(dibenzylamino)-1,1,1-trifluoro-4-phenylbutan-2-yl)-2-methylpropane-2-sulfinamide

Chemical Property of (R)-N-((2S,3S)-3-(dibenzylamino)-1,1,1-trifluoro-4-phenylbutan-2-yl)-2-methylpropane-2-sulfinamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-N-((2S,3S)-3-(dibenzylamino)-1,1,1-trifluoro-4-phenylbutan-2-yl)-2-methylpropane-2-sulfinamide

There total 4 articles about (R)-N-((2S,3S)-3-(dibenzylamino)-1,1,1-trifluoro-4-phenylbutan-2-yl)-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: 82.0%

(trifluoromethyl)trimethylsilane (81290-20-2) + 2-Methyl-propane-2-sulfinic acid [(S)-2-dibenzylamino-3-phenyl-prop-(E)-ylidene]-amide (441045-62-1) → (R)-N-((2S,3S)-3-(dibenzylamino)-1,1,1-trifluoro-4-phenylbutan-2-yl)-2-methylpropane-2-sulfinamide (441045-69-8)

Guidance literature:

With tetramethylammonium fluoride; In tetrahydrofuran; at -35 ℃; for 2h;

DOI:10.1021/ja020482+

Reference yield: 58.0%

trifluoromethan (75-46-7) + C27H32N2OS (1198335-01-1) → (R)-N-((2S,3S)-3-(dibenzylamino)-1,1,1-trifluoro-4-phenylbutan-2-yl)-2-methylpropane-2-sulfinamide (441045-69-8)

Guidance literature:

With phosphazene base-P₄-tert-butyl; In toluene; at -78 ℃; for 12h; diastereoselective reaction; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.joc.0c00796

Reference yield:

(2S)-N,N-dibenzylphenylalaninal (123054-12-6,123808-74-2,136370-73-5,111060-64-1) → (R)-N-((2S,3S)-3-(dibenzylamino)-1,1,1-trifluoro-4-phenylbutan-2-yl)-2-methylpropane-2-sulfinamide (441045-69-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / Ti(OEt)4 / tetrahydrofuran / 6 h / 0 - 20 °C

2: 82 percent / tetramethylammonium fluoride / tetrahydrofuran / 2 h / -35 °C

With titanium(IV) tetraethanolate; tetramethylammonium fluoride; In tetrahydrofuran;

DOI:10.1021/ja020482+

upstream raw materials:

(trifluoromethyl)trimethylsilane

2-Methyl-propane-2-sulfinic acid [(S)-2-dibenzylamino-3-phenyl-prop-(E)-ylidene]-amide

(2S)-N,N-dibenzylphenylalaninal

trifluoromethan

Downstream raw materials:

N³,N³-dibenzyl-1,1,1-trifluoro-4-phenyl-butane-2,3-diamine

((1S,2S)-2-Dibenzylamino-3-phenyl-1-trifluoromethyl-propyl)-carbamic acid ethyl ester