(S)-N-allyl-4-methyl-N-{3-[4-(1-phenylethoxy)-phenyl]-prop-2-yn-1-yl}-p-nitrophenylsulfonamide

Base Information

• Chemical Name: (S)-N-allyl-4-methyl-N-{3-[4-(1-phenylethoxy)-phenyl]-prop-2-yn-1-yl}-p-nitrophenylsulfonamide
• CAS No.: 1312037-42-5
• Molecular Formula: C₂₆H₂₄N₂O₅S
• Molecular Weight: 476.553
• Mol file: 1312037-42-5.mol

Synonyms:(S)-N-allyl-4-methyl-N-{3-[4-(1-phenylethoxy)-phenyl]-prop-2-yn-1-yl}-p-nitrophenylsulfonamide

Chemical Property of (S)-N-allyl-4-methyl-N-{3-[4-(1-phenylethoxy)-phenyl]-prop-2-yn-1-yl}-p-nitrophenylsulfonamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-N-allyl-4-methyl-N-{3-[4-(1-phenylethoxy)-phenyl]-prop-2-yn-1-yl}-p-nitrophenylsulfonamide

There total 5 articles about (S)-N-allyl-4-methyl-N-{3-[4-(1-phenylethoxy)-phenyl]-prop-2-yn-1-yl}-p-nitrophenylsulfonamide 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: 51.0%

(S)-3-[4-(1-phenylethoxy)phenyl]-prop-2-yn-1-ol (1312037-52-7) + N-allyl-p-nitrobenzenesulfonamide (100704-44-7) → (S)-N-allyl-4-methyl-N-{3-[4-(1-phenylethoxy)-phenyl]-prop-2-yn-1-yl}-p-nitrophenylsulfonamide (1312037-42-5)

Guidance literature:

With di-tert-butyl-diazodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 0 - 20 ℃; optical yield given as %ee;

DOI:10.1002/adsc.201000904

Reference yield:

(S)-1-phenylethanol (1445-91-6) → (S)-N-allyl-4-methyl-N-{3-[4-(1-phenylethoxy)-phenyl]-prop-2-yn-1-yl}-p-nitrophenylsulfonamide (1312037-42-5)

Guidance literature:

Multi-step reaction with 3 steps

1: triphenylphosphine / tetrahydrofuran / 0 - 20 °C

2: piperidine; copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / toluene / 4 h / 35 °C

3: di-tert-butyl-diazodicarboxylate; triphenylphosphine / tetrahydrofuran / 0 - 20 °C

With piperidine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; di-tert-butyl-diazodicarboxylate; triphenylphosphine; In tetrahydrofuran; toluene; 3: Mitsunobu reaction;

DOI:10.1002/adsc.201000904

Reference yield:

p-Iodophenol (540-38-5) → (S)-N-allyl-4-methyl-N-{3-[4-(1-phenylethoxy)-phenyl]-prop-2-yn-1-yl}-p-nitrophenylsulfonamide (1312037-42-5)

Guidance literature:

Multi-step reaction with 3 steps

1: triphenylphosphine / tetrahydrofuran / 0 - 20 °C

2: piperidine; copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / toluene / 4 h / 35 °C

3: di-tert-butyl-diazodicarboxylate; triphenylphosphine / tetrahydrofuran / 0 - 20 °C

With piperidine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; di-tert-butyl-diazodicarboxylate; triphenylphosphine; In tetrahydrofuran; toluene; 3: Mitsunobu reaction;

DOI:10.1002/adsc.201000904

upstream raw materials:

(S)-3-[4-(1-phenylethoxy)phenyl]-prop-2-yn-1-ol

N-allyl-p-nitrobenzenesulfonamide

(S)-1-iodo-4-(1-phenylethoxy)benzene

p-Iodophenol

Downstream raw materials:

6-{4-[(S)-1-phenylethoxy]phenyl}-3-(p-nitrobenzenesulfonamide)-3-azabicyclo[4.1.0]hept-4-ene