2-benzylbutanedioic acid 1-(2-thiopyridyl) 4-tert-butyl diester

Base Information

• Chemical Name: 2-benzylbutanedioic acid 1-(2-thiopyridyl) 4-tert-butyl diester
• CAS No.: 100334-76-7
• Molecular Formula: C₂₀H₂₃NO₃S
• Molecular Weight: 357.474
• Mol file: 100334-76-7.mol

Synonyms:2-benzylbutanedioic acid 1-(2-thiopyridyl) 4-tert-butyl diester

Chemical Property of 2-benzylbutanedioic acid 1-(2-thiopyridyl) 4-tert-butyl diester

Chemical Property:

Purity/Quality:

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Technology Process of 2-benzylbutanedioic acid 1-(2-thiopyridyl) 4-tert-butyl diester

There total 4 articles about 2-benzylbutanedioic acid 1-(2-thiopyridyl) 4-tert-butyl diester 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: 74.0%

2-Sulfanylpyridine (2637-34-5,73018-10-7) + 2-benzylbutanedioic acid 4-tert-butyl ester (100334-75-6) → 2-benzylbutanedioic acid 1-(2-thiopyridyl) 4-tert-butyl diester (100334-76-7)

Guidance literature:

With dicyclohexyl-carbodiimide; In ethyl acetate; at -5 - 20 ℃;

DOI:10.1021/jo00356a036

Reference yield:

ethyl dihydrocinnamate (2021-28-5) → 2-benzylbutanedioic acid 1-(2-thiopyridyl) 4-tert-butyl diester (100334-76-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) n-butyllithium, diisopropylamine / 1.) THF, hexane, -78 deg C, 7 min, 2.) THF, hexane, 0 deg C, 15 min

2: 88 percent / aq. KOH / ethanol / 4.2 h

3: 74 percent / N,N-dicyclohexylcarbodiimide (DCC) / ethyl acetate / -5 - 20 °C

With potassium hydroxide; n-butyllithium; diisopropylamine; dicyclohexyl-carbodiimide; In ethanol; ethyl acetate;

DOI:10.1021/jo00356a036

Reference yield:

t-butyl iodoacetate (49827-15-8) → 2-benzylbutanedioic acid 1-(2-thiopyridyl) 4-tert-butyl diester (100334-76-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) n-butyllithium, diisopropylamine / 1.) THF, hexane, -78 deg C, 7 min, 2.) THF, hexane, 0 deg C, 15 min

2: 88 percent / aq. KOH / ethanol / 4.2 h

3: 74 percent / N,N-dicyclohexylcarbodiimide (DCC) / ethyl acetate / -5 - 20 °C

With potassium hydroxide; n-butyllithium; diisopropylamine; dicyclohexyl-carbodiimide; In ethanol; ethyl acetate;

DOI:10.1021/jo00356a036

upstream raw materials:

2-Sulfanylpyridine

2-benzylbutanedioic acid 4-tert-butyl ester

ethyl dihydrocinnamate

t-butyl iodoacetate

Downstream raw materials:

3-benzyl-4,5-dioxohexanoic acid

3-benzyl-4,5-dioxohexanoic acid tert-butyl ester

3-benzyl-4-oxohexanoic acid tert-butyl ester

Refernces