1-(2-cyclohexenyl)-5-hydroxymethyl-2-pyrrolidinone methanesulfonate

Base Information

• Chemical Name: 1-(2-cyclohexenyl)-5-hydroxymethyl-2-pyrrolidinone methanesulfonate
• CAS No.: 142053-20-1
• Molecular Formula: C₁₂H₁₉NO₄S
• Molecular Weight: 273.353
• Mol file: 142053-20-1.mol

Synonyms:

Chemical Property of 1-(2-cyclohexenyl)-5-hydroxymethyl-2-pyrrolidinone methanesulfonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(2-cyclohexenyl)-5-hydroxymethyl-2-pyrrolidinone methanesulfonate

There total 5 articles about 1-(2-cyclohexenyl)-5-hydroxymethyl-2-pyrrolidinone methanesulfonate 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: 79.0%

1-(2-cyclohexenyl)-5-hydroxymethyl-2-pyrrolidinone (126908-58-5,142053-10-9,142053-11-0) + methanesulfonyl chloride (124-63-0) → 1-(2-cyclohexenyl)-5-hydroxymethyl-2-pyrrolidinone methanesulfonate (142053-20-1,142053-21-2)

Guidance literature:

With triethylamine; In dichloromethane; -78 deg C to r. t., 3 h;

DOI:10.1016/S0040-4020(01)92242-2

Reference yield:

ethyl (S)-pyroglutamate (7149-65-7) → 1-(2-cyclohexenyl)-5-hydroxymethyl-2-pyrrolidinone methanesulfonate (142053-20-1,142053-21-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 38 percent / KOH, n-Bu₄NI / tetrahydrofuran / 6 h / Ambient temperature; sonic bath

2: 72 percent / LiAlH₄/SiO₂ / diethyl ether / 3 h / Ambient temperature; tnmr

3: 79 percent / Et₃N / CH₂Cl₂ / -78 deg C to r. t., 3 h

With potassium hydroxide; lithium aluminium tetrahydride; silica gel; tetra-(n-butyl)ammonium iodide; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane;

DOI:10.1016/S0040-4020(01)92242-2

Reference yield:

rac-3-bromocyclohexene (1521-51-3,113667-32-6) → 1-(2-cyclohexenyl)-5-hydroxymethyl-2-pyrrolidinone methanesulfonate (142053-20-1,142053-21-2)

Guidance literature:

Multi-step reaction with 3 steps

1: KOH / Bu₄NBr / tetrahydrofuran / sonication (ultrasonic cleaning bath)

2: LiAlH₄/SiO₂

3: triethylamine / CH₂Cl₂ / -78 °C

With potassium hydroxide; lithium aluminium tetrahydride; silica gel; triethylamine; tetrabutylammomium bromide; In tetrahydrofuran; dichloromethane;

DOI:10.1016/S0040-4039(00)99247-5

upstream raw materials:

1-(2-cyclohexenyl)-5-hydroxymethyl-2-pyrrolidinone

methanesulfonyl chloride

L-glutamic acid

1-(2-cyclohexenyl)-5-carboethoxy-2-pyrrolidinone

Downstream raw materials:

1-(2-cyclohexenyl)-5-iodomethyl-2-pyrrolidinone

(R)-1-Cyclohex-2-enyl-5-methyl-pyrrolidin-2-one