(E)-P,P-diphenyl-N-(thiophen-2-ylmethylene)phosphinic amide

Base Information

• Chemical Name: (E)-P,P-diphenyl-N-(thiophen-2-ylmethylene)phosphinic amide
• CAS No.: 871024-69-0
• Molecular Formula: C₁₇H₁₄NOPS
• Molecular Weight: 311.344
• Mol file: 871024-69-0.mol

Synonyms:(E)-P,P-diphenyl-N-(thiophen-2-ylmethylene)phosphinic amide

Chemical Property of (E)-P,P-diphenyl-N-(thiophen-2-ylmethylene)phosphinic amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of (E)-P,P-diphenyl-N-(thiophen-2-ylmethylene)phosphinic amide

There total 1 articles about (E)-P,P-diphenyl-N-(thiophen-2-ylmethylene)phosphinic amide 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%

thiophene-2-carbaldehyde (98-03-3) + diphenylphosphinamide (5994-87-6) → (E)-P,P-diphenyl-N-(thiophen-2-ylmethylene)phosphinic amide (871024-69-0)

Guidance literature:

With tris(2,2,2-trifluoroethyl) borate; In chloroform; at 20 ℃; for 24h; Inert atmosphere;

DOI:10.1021/acs.orglett.5b00949

Reference yield: 90.0%

acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) + (E)-P,P-diphenyl-N-(thiophen-2-ylmethylene)phosphinic amide (871024-69-0) → methyl (R)-2-((N-(diphenylphosphoryl)amino)(thiophen-2-yl)methyl)acrylate (1242635-99-9)

Guidance literature:

With (S,S)-3,3''-[oxybis(methylene)]-bis[6,6'-bis(trimethylsilyl)-1,1'-bi-2-naphthol]; 1,4-diaza-bicyclo[2.2.2]octane; Santonox R; lanthanum(III) isopropoxide; In tetrahydrofuran; at 20 ℃; for 36h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;

DOI:10.1021/ja103294a

Reference yield: 89.0%

ethyl trichloromethyl ketone (815-01-0) + (E)-P,P-diphenyl-N-(thiophen-2-ylmethylene)phosphinic amide (871024-69-0) → (+/-)-(3SR,4SR)-1,1,1-trichloro-4-[N-(diphenylphosphinoyl)amino]-3-methyl-4-(2-thiophenyl)butan-2-one + (+/-)-(3SR,4RS)-1,1,1-trichloro-4-[N-(diphenylphosphinoyl)amino]-3-methyl-4-(2-thiophenyl)butan-2-one

Guidance literature:

ethyl trichloromethyl ketone; With lithium 4-methoxyphenoxide; In tetrahydrofuran; at -40 ℃; for 0.0833333h;

(E)-P,P-diphenyl-N-(thiophen-2-ylmethylene)phosphinic amide; In tetrahydrofuran; dichloromethane; at -40 ℃; for 2h;

DOI:10.1002/anie.200600227

upstream raw materials:

thiophene-2-carbaldehyde

diphenylphosphinamide

Downstream raw materials:

ethyl (2R)-1-(diphenylphosphoryl)-2-(thiophen-2-yl)-2,5-dihydro-1H-pyrrole-3-carboxylate