8-benzyl-7-naphthalen-1-ylmethyl-5-oxo-2,3-dihydro-5H-thiazolo[3,2-a]pyridine-3-carboxylic acid

Base Information

• Chemical Name: 8-benzyl-7-naphthalen-1-ylmethyl-5-oxo-2,3-dihydro-5H-thiazolo[3,2-a]pyridine-3-carboxylic acid
• CAS No.: 864405-79-8
• Molecular Formula: C₂₆H₂₁NO₃S
• Molecular Weight: 427.524

Synonyms:8-benzyl-7-naphthalen-1-ylmethyl-5-oxo-2,3-dihydro-5H-thiazolo[3,2-a]pyridine-3-carboxylic acid

Chemical Property of 8-benzyl-7-naphthalen-1-ylmethyl-5-oxo-2,3-dihydro-5H-thiazolo[3,2-a]pyridine-3-carboxylic acid

Chemical Property:

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Technology Process of 8-benzyl-7-naphthalen-1-ylmethyl-5-oxo-2,3-dihydro-5H-thiazolo[3,2-a]pyridine-3-carboxylic acid

There total 4 articles about 8-benzyl-7-naphthalen-1-ylmethyl-5-oxo-2,3-dihydro-5H-thiazolo[3,2-a]pyridine-3-carboxylic acid 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: 100.0%

lithium (3R)-8-benzyl-7-naphthalen-1-ylmethyl-5-oxo-2,3-dihydro-5H-thiazolo[3,2-a]pyridine-3-carboxylate → 8-benzyl-7-naphthalen-1-ylmethyl-5-oxo-2,3-dihydro-5H-thiazolo[3,2-a]pyridine-3-carboxylic acid (864405-79-8)

Guidance literature:

With Amberlite IR-120; In methanol; pH=4;

DOI:10.1039/b503294f

Reference yield:

(3R)-8-benzyl-7-naphthalen-1-ylmethyl-5-oxo-2,3-dihydro-5H-thiazolo[3,2-a]pyridine-3-carboxylic acid methyl ester (864365-19-5) → 8-benzyl-7-naphthalen-1-ylmethyl-5-oxo-2,3-dihydro-5H-thiazolo[3,2-a]pyridine-3-carboxylic acid (864405-79-8)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. LiOH / tetrahydrofuran; methanol / 20 °C

2: 100 percent / Amberlite IR-120 / methanol / pH 4

With lithium hydroxide; Amberlite IR-120; In tetrahydrofuran; methanol;

DOI:10.1039/b503294f

Reference yield:

naphth-1-yl acetic acid (86-87-3) → 8-benzyl-7-naphthalen-1-ylmethyl-5-oxo-2,3-dihydro-5H-thiazolo[3,2-a]pyridine-3-carboxylic acid (864405-79-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: DMAP / CH₂Cl₂ / 0.75 h / -10 °C

1.2: 99 percent / DCC / CH₂Cl₂ / -10 - 20 °C

2.1: 67 percent / HCl / 1,2-dichloro-ethane / 0.05 h / 140 °C / microwave irradiation

3.1: aq. LiOH / tetrahydrofuran; methanol / 20 °C

4.1: 100 percent / Amberlite IR-120 / methanol / pH 4

With hydrogenchloride; dmap; lithium hydroxide; Amberlite IR-120; In tetrahydrofuran; methanol; dichloromethane; 1,2-dichloro-ethane;

DOI:10.1039/b503294f

upstream raw materials:

(3R)-8-benzyl-7-naphthalen-1-ylmethyl-5-oxo-2,3-dihydro-5H-thiazolo[3,2-a]pyridine-3-carboxylic acid methyl ester

naphth-1-yl acetic acid

5-[1-hydroxy-2-(nalphthalen-1-yl)ethylidene]-2,2-dimethyl[1,3]dioxane-4,6-dione

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