(S)-P,P-diphenyl-N-(1-phenylbut-3-yn-1-yl)phosphinic amide

Base Information

• Chemical Name: (S)-P,P-diphenyl-N-(1-phenylbut-3-yn-1-yl)phosphinic amide
• CAS No.: 1393351-91-1
• Molecular Formula: C₂₂H₂₀NOP
• Molecular Weight: 345.381
• Mol file: 1393351-91-1.mol

Synonyms:(S)-P,P-diphenyl-N-(1-phenylbut-3-yn-1-yl)phosphinic amide

Chemical Property of (S)-P,P-diphenyl-N-(1-phenylbut-3-yn-1-yl)phosphinic amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-P,P-diphenyl-N-(1-phenylbut-3-yn-1-yl)phosphinic amide

There total 2 articles about (S)-P,P-diphenyl-N-(1-phenylbut-3-yn-1-yl)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: 94.0%

4,4,5,5-tetramethyl-2-(propa-1,2-dien-1-yl)-1,3,2-dioxaborolane (865350-17-0) + P,P-diphenyl-N-(phenylmethylene)phosphinic amide (98837-46-8,67764-52-7) → (S)-P,P-diphenyl-N-(1-phenylbut-3-yn-1-yl)phosphinic amide (1393351-91-1)

Guidance literature:

With methanol; BF₄^(1-)*C₃₉H₃₉N₂⁽¹⁺⁾; copper(l) chloride; sodium t-butanolate; In tetrahydrofuran; at -78 - -50 ℃; optical yield given as %ee; enantioselective reaction; Inert atmosphere;

DOI:10.1002/anie.201202694

Reference yield:

4,4,5,5-tetramethyl-2-(prop-2-yn-1-yl)-1,3,2-dioxaborolane (1337935-39-3) + P,P-diphenyl-N-(phenylmethylene)phosphinic amide (98837-46-8,67764-52-7) → (S)-P,P-diphenyl-N-(1-phenylbut-3-yn-1-yl)phosphinic amide (1393351-91-1) + (R)-P,P-diphenyl-N-(1-phenylbuta-2,3-dien-1-yl)phosphinic amide (1572518-78-5) + (S)-P,P-diphenyl-N-(1-phenylbuta-2,3-dien-1-yl)phosphinic amide (1566556-29-3) + (R)-P,P-diphenyl-N-(1-phenylbut-3-yn-1-yl)phosphinic amide (1572518-81-0)

Guidance literature:

With BF₄^(1-)*C₄₀H₄₁N₂⁽¹⁺⁾; isopropyl alcohol; copper(l) chloride; sodium t-butanolate; In tetrahydrofuran; at -30 - 22 ℃; for 0.166667h; Overall yield = 44 %; enantioselective reaction; Inert atmosphere;

DOI:10.1021/ja500373s

Reference yield:

(S)-P,P-diphenyl-N-(1-phenylbut-3-yn-1-yl)phosphinic amide (1393351-91-1) → (1S)-1-amino-1-phenylbut-3-yne

Guidance literature:

(S)-P,P-diphenyl-N-(1-phenylbut-3-yn-1-yl)phosphinic amide; With hydrogenchloride; In methanol; water; at 22 ℃;

With sodium hydroxide; In water; pH=12;

DOI:10.1002/anie.201202694

upstream raw materials:

4,4,5,5-tetramethyl-2-(propa-1,2-dien-1-yl)-1,3,2-dioxaborolane

P,P-diphenyl-N-(phenylmethylene)phosphinic amide

4,4,5,5-tetramethyl-2-(prop-2-yn-1-yl)-1,3,2-dioxaborolane