Methanesulfonic acid (R)-2-methyl-4-oxo-3-(2-propynyl)-2-cyclopentenyl ester

Base Information

• Chemical Name: Methanesulfonic acid (R)-2-methyl-4-oxo-3-(2-propynyl)-2-cyclopentenyl ester
• CAS No.: 95413-30-2
• Molecular Formula: C10H12O4S
• Molecular Weight: 228.269
• Mol file: 95413-30-2.mol

Synonyms:(R)-2-methyl-4-oxo-3-(2-propynyl)cyclopent-2-enyl mesylate;(R)-2-methyl-3-(2-propynyl)-4-oxo-2-cyclopenten-1-yl methansulfonate;Methanesulfonic acid (R)-2-methyl-4-oxo-3-prop-2-ynyl-cyclopent-2-enyl ester;

Chemical Property of Methanesulfonic acid (R)-2-methyl-4-oxo-3-(2-propynyl)-2-cyclopentenyl ester

Chemical Property:

• PSA: 68.82000
• LogP: 1.72460

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Methanesulfonic acid (R)-2-methyl-4-oxo-3-(2-propynyl)-2-cyclopentenyl ester

There total 7 articles about Methanesulfonic acid (R)-2-methyl-4-oxo-3-(2-propynyl)-2-cyclopentenyl 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: 88.0%

(R)-4-hydroxy-3-methyl-2-(2-propynyl)-2-cyclopenten-1-one (77832-42-9) + methanesulfonyl chloride (124-63-0) → (R)-2-methyl-4-oxo-3-(2-propynyl)-2-cyclopentenyl methanesulfonate (95413-30-2)

Guidance literature:

With trimethylamine hydrochloride; potassium carbonate; In toluene; at 0 - 5 ℃; for 1h;

DOI:10.1246/bcsj.68.297

Reference yield:

(+/-)-4-acetoxy-3-methyl-2-(2-propynyl)-2-cyclopenten-1-one (96189-00-3) → (R)-2-methyl-4-oxo-3-(2-propynyl)-2-cyclopentenyl methanesulfonate (95413-30-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 46 percent / arthrobacter lipase

2: 97 percent Chromat_.

With Arthrobacter lipase;

DOI:10.1016/S0040-4039(00)93443-9

Reference yield:

(R)-2-methyl-4-oxo-3-(2-propynyl)cyclopent-2-enyl nitrate (94412-95-0) → (R)-2-methyl-4-oxo-3-(2-propynyl)-2-cyclopentenyl methanesulfonate (95413-30-2)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂O, CaCO₃ / 4 h / 85 °C

2: 97 percent Chromat_.

With water; calcium carbonate;

DOI:10.1016/S0040-4039(00)93443-9

upstream raw materials:

(R)-4-hydroxy-3-methyl-2-(2-propynyl)-2-cyclopenten-1-one

methanesulfonyl chloride

C₉H₁₁BO₄

(+/-)-4-acetoxy-3-methyl-2-(2-propynyl)-2-cyclopenten-1-one

Downstream raw materials:

(S)-4-hydroxy-3-methyl-2-(2-propynyl)-cyclopent-2-ene-1-one

(R)-4-hydroxy-3-methyl-2-(2-propynyl)-2-cyclopenten-1-one