N-benzyl-N-[(3R)-3-(tert-butyldiphenylsilyloxy)but-1-ynyl]-4-methylbenzenesulfonamide

Base Information

• Chemical Name: N-benzyl-N-[(3R)-3-(tert-butyldiphenylsilyloxy)but-1-ynyl]-4-methylbenzenesulfonamide
• CAS No.: 1300116-89-5
• Molecular Formula: C₃₄H₃₇NO₃SSi
• Molecular Weight: 567.824
• Mol file: 1300116-89-5.mol

Synonyms:N-benzyl-N-[(3R)-3-(tert-butyldiphenylsilyloxy)but-1-ynyl]-4-methylbenzenesulfonamide

Chemical Property of N-benzyl-N-[(3R)-3-(tert-butyldiphenylsilyloxy)but-1-ynyl]-4-methylbenzenesulfonamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-benzyl-N-[(3R)-3-(tert-butyldiphenylsilyloxy)but-1-ynyl]-4-methylbenzenesulfonamide

There total 2 articles about N-benzyl-N-[(3R)-3-(tert-butyldiphenylsilyloxy)but-1-ynyl]-4-methylbenzenesulfonamide 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: 99.0%

(3R)-1-bromo-3-[(tert-butyldiphenylsilyl)oxy]but-1-yne (1300116-84-0) + N-benzyl-p-toluenesulfonamide (1576-37-0) → N-benzyl-N-[(3R)-3-(tert-butyldiphenylsilyloxy)but-1-ynyl]-4-methylbenzenesulfonamide (1300116-89-5)

Guidance literature:

With potassium phosphate; 1,10-Phenanthroline; copper(ll) sulfate pentahydrate; In toluene; at 70 ℃; for 14h;

DOI:10.1002/chem.201003265

Reference yield:

(R)-(but-3-yn-2-yloxy)(tert-butyl)diphenylsilane (380893-75-4) → N-benzyl-N-[(3R)-3-(tert-butyldiphenylsilyloxy)but-1-ynyl]-4-methylbenzenesulfonamide (1300116-89-5)

Guidance literature:

Multi-step reaction with 2 steps

1: N-Bromosuccinimide; silver nitrate / acetone / 12 h / 20 °C / Darkness

2: potassium phosphate; copper(ll) sulfate pentahydrate; 1,10-Phenanthroline / toluene / 14 h / 70 °C

With potassium phosphate; N-Bromosuccinimide; 1,10-Phenanthroline; copper(ll) sulfate pentahydrate; silver nitrate; In acetone; toluene;

DOI:10.1002/chem.201003265

Reference yield: 100.0%

N-benzyl-N-[(3R)-3-(tert-butyldiphenylsilyloxy)but-1-ynyl]-4-methylbenzenesulfonamide (1300116-89-5) → (R)-N-benzyl-N-(3-hydroxybut-1-yn-1-yl)-4-methylbenzenesulfonamide (1300116-93-1)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 - 20 ℃;

DOI:10.1002/chem.201003265

upstream raw materials:

(3R)-1-bromo-3-[(tert-butyldiphenylsilyl)oxy]but-1-yne

N-benzyl-p-toluenesulfonamide

(R)-(but-3-yn-2-yloxy)(tert-butyl)diphenylsilane

Downstream raw materials:

N-benzyl-N-{(E)-(3R)-[2-((3aR,8aS)-2,2-dimethyl-8,8a-dihydro-3aH-indeno[1,2-d]-oxazol-3-yl)-2-oxoethoxy]but-1-enyl}-4-methylbenzenesulfonamide

N-benzyl-N-{(1R)-1-(Z)-[(1S)-2-((3aR,8aS)-2,2-dimethyl-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-3-yl)-1-hydroxy-2-oxoethyl]but-2-enyl}-4-methylbenzenesulfonamide

N-benzyl-N-{(1R)-1-(E)-[(1S)-2-((3aR,8aS)-2,2-dimethyl-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-3-yl)-1-hydroxy-2-oxoethyl]but-2-enyl}-4-methylbenzenesulfonamide

methyl (Z)-(2S,3R)-3-[benzyl(4-methylbenzenesulfonyl)amino]-2-hydroxy-hex-4-enoate