2-(5-benzyloxy-2-oxo-3-pentynyl)-1-(t-butoxycarbonyl)pyrrolidine

Base Information

• Chemical Name: 2-(5-benzyloxy-2-oxo-3-pentynyl)-1-(t-butoxycarbonyl)pyrrolidine
• CAS No.: 180406-86-4
• Molecular Formula: C₂₁H₂₇NO₄
• Molecular Weight: 357.45
• Mol file: 180406-86-4.mol

Synonyms:2-(5-benzyloxy-2-oxo-3-pentynyl)-1-(t-butoxycarbonyl)pyrrolidine

Chemical Property of 2-(5-benzyloxy-2-oxo-3-pentynyl)-1-(t-butoxycarbonyl)pyrrolidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(5-benzyloxy-2-oxo-3-pentynyl)-1-(t-butoxycarbonyl)pyrrolidine

There total 2 articles about 2-(5-benzyloxy-2-oxo-3-pentynyl)-1-(t-butoxycarbonyl)pyrrolidine 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: 86.0%

2-(tributylstannyl)pyrrolidine-1-carboxylic acid tert-butylester + (4-Benzyloxy-1-methylene-but-2-ynyloxy)-tert-butyl-dimethyl-silane (180406-85-3) → 2-(5-benzyloxy-2-oxo-3-pentynyl)-1-(t-butoxycarbonyl)pyrrolidine (180406-86-4)

Guidance literature:

With ammonium cerium(IV) nitrate; In various solvent(s); for 2h;

DOI:10.1246/bcsj.69.2063

Reference yield:

5-(benzyloxy)pent-3-yn-2-one (65844-86-2) → 2-(5-benzyloxy-2-oxo-3-pentynyl)-1-(t-butoxycarbonyl)pyrrolidine (180406-86-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / Et₃N, NaI / acetonitrile / 8 h / 50 °C

2: 86 percent / CAN, MS 4a / various solvent(s) / 2 h

With ammonium cerium(IV) nitrate; triethylamine; sodium iodide; In acetonitrile;

DOI:10.1246/bcsj.69.2063

Reference yield: 100.0%

2-(5-benzyloxy-2-oxo-3-pentynyl)-1-(t-butoxycarbonyl)pyrrolidine (180406-86-4) → 2-(5-benzyloxy-2-oxopentyl)-1-(t-butoxycarbonyl)pyrrolidine (180406-95-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 5h; under 760 Torr; Ambient temperature;

DOI:10.1246/bcsj.69.2063

upstream raw materials:

(4-Benzyloxy-1-methylene-but-2-ynyloxy)-tert-butyl-dimethyl-silane

5-(benzyloxy)pent-3-yn-2-one

Downstream raw materials:

2-(5-benzyloxy-2-oxopentyl)-1-(t-butoxycarbonyl)pyrrolidine

Benzoic acid 4-methanesulfonyloxy-1-(5-oxo-pyrrolidin-2-ylmethyl)-butyl ester

2-(2-benzoyloxy-5-hydroxypentyl)-1-(t-butoxycarbonyl)pyrrolidine

2-(2-Benzoyloxy-5-benzyloxy-pentyl)-pyrrolidine-1-carboxylic acid tert-butyl ester