6-(3-benzyloxy-propyl)-2-isobutyl-nicotinic acid ethyl ester

Base Information

• Chemical Name: 6-(3-benzyloxy-propyl)-2-isobutyl-nicotinic acid ethyl ester
• CAS No.: 871838-04-9
• Molecular Formula: C₂₂H₂₉NO₃
• Molecular Weight: 355.477
• Mol file: 871838-04-9.mol

Synonyms:6-(3-benzyloxy-propyl)-2-isobutyl-nicotinic acid ethyl ester

Chemical Property of 6-(3-benzyloxy-propyl)-2-isobutyl-nicotinic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-(3-benzyloxy-propyl)-2-isobutyl-nicotinic acid ethyl ester

There total 6 articles about 6-(3-benzyloxy-propyl)-2-isobutyl-nicotinic acid ethyl ester 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: 65.0%

5-methyl-3-oxo-hexanoic acid ethyl ester (34036-16-3) + 6-benzyloxy-hex-1-yn-3-one (364631-45-8) → 6-(3-benzyloxy-propyl)-2-isobutyl-nicotinic acid ethyl ester (871838-04-9)

Guidance literature:

5-methyl-3-oxo-hexanoic acid ethyl ester; With ammonium acetate; In toluene; for 1h; Heating;

6-benzyloxy-hex-1-yn-3-one; With ytterbium(III) triflate; In toluene; for 48h; Heating;

DOI:10.1021/ol0521228

Reference yield:

4-benzyloxybutanal (5470-84-8) → 6-(3-benzyloxy-propyl)-2-isobutyl-nicotinic acid ethyl ester (871838-04-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 54 percent / tetrahydrofuran / 2.5 h / -78 - 0 °C

2.1: 79 percent / CrO₃; H₂SO₄ / acetone; H₂O / 0.67 h / 0 °C

3.1: ammonium acetate / toluene / 1 h / Heating

3.2: 65 percent / ytterbium(III) triflate / toluene / 48 h / Heating

With chromium(VI) oxide; ammonium acetate; sulfuric acid; In tetrahydrofuran; water; acetone; toluene; 2.1: Jones oxidation / 3.2: Bohlmann-Rahtz heteroannulation;

DOI:10.1021/ol0521228

Reference yield:

4-benzyloxy-butan-1-ol (4541-14-4) → 6-(3-benzyloxy-propyl)-2-isobutyl-nicotinic acid ethyl ester (871838-04-9)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 89 percent / oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / 0.75 h / -78 - 0 °C

2.1: 54 percent / tetrahydrofuran / 2.5 h / -78 - 0 °C

3.1: 79 percent / CrO₃; H₂SO₄ / acetone; H₂O / 0.67 h / 0 °C

4.1: ammonium acetate / toluene / 1 h / Heating

4.2: 65 percent / ytterbium(III) triflate / toluene / 48 h / Heating

With chromium(VI) oxide; ammonium acetate; oxalyl dichloride; sulfuric acid; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; water; acetone; toluene; 1.1: Swern oxidation / 3.1: Jones oxidation / 4.2: Bohlmann-Rahtz heteroannulation;

DOI:10.1021/ol0521228

upstream raw materials:

5-methyl-3-oxo-hexanoic acid ethyl ester

6-benzyloxy-hex-1-yn-3-one

4-benzyloxy-butan-1-ol

4-benzyloxybutanal

Downstream raw materials:

6''-(3-benzyloxy-propyl)-6,2',2''-triisobutyl-[2,3';6',3'']terpyridine-5-carboxylic acid ethyl ester

6'-(3-benzyloxy-propyl)-6,2'-diisobutyl[2,3']bipyridinyl-5-carboxylic acid ethyl ester

1-[6'-(3-benzyloxy-propyl)-6,2'-diisobutyl-[2,3']bipyridinyl-5-yl]-propynone

1-[6'-(3-benzyloxy-propyl)-6,2'-diisobutyl-[2,3']bipyridinyl-5-yl]-prop-2-yn-1-ol