(2R)-1-(3-chloro-2-methylphenylsulfonyl)-N-(1-hydroxyadamant-3-yl)-2-methylpyrrolidine-2-carboxamide

Base Information

• Chemical Name: (2R)-1-(3-chloro-2-methylphenylsulfonyl)-N-(1-hydroxyadamant-3-yl)-2-methylpyrrolidine-2-carboxamide
• CAS No.: 1400280-16-1
• Molecular Formula: C₂₃H₃₁ClN₂O₄S
• Molecular Weight: 467.029
• Mol file: 1400280-16-1.mol

Synonyms:(2R)-1-(3-chloro-2-methylphenylsulfonyl)-N-(1-hydroxyadamant-3-yl)-2-methylpyrrolidine-2-carboxamide

Chemical Property of (2R)-1-(3-chloro-2-methylphenylsulfonyl)-N-(1-hydroxyadamant-3-yl)-2-methylpyrrolidine-2-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R)-1-(3-chloro-2-methylphenylsulfonyl)-N-(1-hydroxyadamant-3-yl)-2-methylpyrrolidine-2-carboxamide

There total 3 articles about (2R)-1-(3-chloro-2-methylphenylsulfonyl)-N-(1-hydroxyadamant-3-yl)-2-methylpyrrolidine-2-carboxamide 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: 30.0%

(R)-1-(3-chloro-2-methylphenylsulfonyl)-2-methylpyrrolidine-2-carboxylic acid (1400280-18-3) + 3-aminoadamantan-1-ol (702-82-9) → (2R)-1-(3-chloro-2-methylphenylsulfonyl)-N-(1-hydroxyadamant-3-yl)-2-methylpyrrolidine-2-carboxamide (1400280-16-1)

Guidance literature:

With bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 6h; Inert atmosphere;

DOI:10.1021/ml300144n

Reference yield:

(R)-2-Methyl-1-azacyclopentan-2-carbonsaeure (63399-77-9) → (2R)-1-(3-chloro-2-methylphenylsulfonyl)-N-(1-hydroxyadamant-3-yl)-2-methylpyrrolidine-2-carboxamide (1400280-16-1)

Guidance literature:

Multi-step reaction with 4 steps

1: thionyl chloride / Reflux; Inert atmosphere

2: triethylamine / dichloromethane / 20 °C / Inert atmosphere

3: water; sodium hydroxide / tetrahydrofuran; methanol / 20 °C

4: bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 6 h / 20 °C / Inert atmosphere

With thionyl chloride; water; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1021/ml300144n

Reference yield:

C14H18ClNO4S (1422435-02-6) → (2R)-1-(3-chloro-2-methylphenylsulfonyl)-N-(1-hydroxyadamant-3-yl)-2-methylpyrrolidine-2-carboxamide (1400280-16-1)

Guidance literature:

Multi-step reaction with 2 steps

1: water; sodium hydroxide / tetrahydrofuran; methanol / 20 °C

2: bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 6 h / 20 °C / Inert atmosphere

With water; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1021/ml300144n

upstream raw materials:

(R)-1-(3-chloro-2-methylphenylsulfonyl)-2-methylpyrrolidine-2-carboxylic acid

3-aminoadamantan-1-ol

C₁₄H₁₈ClNO₄S

(R)-2-Methyl-1-azacyclopentan-2-carbonsaeure