3-tert-butoxycarbonylmethylene-5-(mercaptopiperidin-1-yl)-(2-chlorophenyl)acetic acid methyl ester

Base Information

• Chemical Name: 3-tert-butoxycarbonylmethylene-5-(mercaptopiperidin-1-yl)-(2-chlorophenyl)acetic acid methyl ester
• CAS No.: 1373492-34-2
• Molecular Formula: C₂₀H₂₆ClNO₄S
• Molecular Weight: 411.95
• Mol file: 1373492-34-2.mol

Synonyms:3-tert-butoxycarbonylmethylene-5-(mercaptopiperidin-1-yl)-(2-chlorophenyl)acetic acid methyl ester

Chemical Property of 3-tert-butoxycarbonylmethylene-5-(mercaptopiperidin-1-yl)-(2-chlorophenyl)acetic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-tert-butoxycarbonylmethylene-5-(mercaptopiperidin-1-yl)-(2-chlorophenyl)acetic acid methyl ester

There total 6 articles about 3-tert-butoxycarbonylmethylene-5-(mercaptopiperidin-1-yl)-(2-chlorophenyl)acetic acid methyl 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:

allyl-(1-hydroxyallyl)carbamic acid tert-butyl ester → 3-tert-butoxycarbonylmethylene-5-(mercaptopiperidin-1-yl)-(2-chlorophenyl)acetic acid methyl ester (1373492-34-2)

Guidance literature:

Multi-step reaction with 6 steps

1: Grubbs catalyst first generation / dichloromethane / 20 °C / Inert atmosphere

2: pyridinium chlorochromate / dichloromethane / 1 h / Inert atmosphere

3: dichloromethane / 4 h / 20 °C / Inert atmosphere

4: potassium carbonate / N,N-dimethyl-formamide / 3 h / 20 °C / Inert atmosphere

5: triethylamine; hydrogen sulfide / methanol / 1.25 h / Inert atmosphere

6: sodium hydride / tetrahydrofuran / 0.33 h / 20 °C / Inert atmosphere

With hydrogen sulfide; sodium hydride; potassium carbonate; triethylamine; pyridinium chlorochromate; Grubbs catalyst first generation; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

N-allyl-N-(2-hydroxy-3-butenyl)amine (120568-74-3) → 3-tert-butoxycarbonylmethylene-5-(mercaptopiperidin-1-yl)-(2-chlorophenyl)acetic acid methyl ester (1373492-34-2)

Guidance literature:

Multi-step reaction with 7 steps

1: sodium hydroxide / 1,4-dioxane; water / 20 °C / Cooling in water bath

2: Grubbs catalyst first generation / dichloromethane / 20 °C / Inert atmosphere

3: pyridinium chlorochromate / dichloromethane / 1 h / Inert atmosphere

4: dichloromethane / 4 h / 20 °C / Inert atmosphere

5: potassium carbonate / N,N-dimethyl-formamide / 3 h / 20 °C / Inert atmosphere

6: triethylamine; hydrogen sulfide / methanol / 1.25 h / Inert atmosphere

7: sodium hydride / tetrahydrofuran / 0.33 h / 20 °C / Inert atmosphere

With hydrogen sulfide; sodium hydride; potassium carbonate; triethylamine; pyridinium chlorochromate; sodium hydroxide; Grubbs catalyst first generation; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide;

Reference yield:

tert-butyl 3-oxo-3,6-dihydropyridine-1 (2H)-carboxylate (156496-89-8) → 3-tert-butoxycarbonylmethylene-5-(mercaptopiperidin-1-yl)-(2-chlorophenyl)acetic acid methyl ester (1373492-34-2)

Guidance literature:

Multi-step reaction with 4 steps

1: dichloromethane / 4 h / 20 °C / Inert atmosphere

2: potassium carbonate / N,N-dimethyl-formamide / 3 h / 20 °C / Inert atmosphere

3: triethylamine; hydrogen sulfide / methanol / 1.25 h / Inert atmosphere

4: sodium hydride / tetrahydrofuran / 0.33 h / 20 °C / Inert atmosphere

With hydrogen sulfide; sodium hydride; potassium carbonate; triethylamine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;

upstream raw materials:

tert-butyl 3-oxo-3,6-dihydropyridine-1 (2H)-carboxylate

tert-butyl 3-hydroxy-1,2,3,6-tetrahydropyridine-N-carboxylate

N-allyl-N-(2-hydroxy-3-butenyl)amine

1,6-dihydro-2H-pyridin-3-one trifluoroacetate

Downstream raw materials:

(3-carboxymethylene-5-mercaptopiperidin-1-yl)-(2-chlorophenyl)acetic acid methyl ester hydrochloride