(S)-2-Methylbutanoyl chloride

Base Information

• Chemical Name: (S)-2-Methylbutanoyl chloride
• CAS No.: 27763-54-8
• Molecular Formula: C5H9ClO
• Molecular Weight: 120.579
• Hs Code.: 2915900090
• Mol file: 27763-54-8.mol

Synonyms:(S)-2-Methylbutanoyl chloride;(S)-2-Methylbutyryl chloride;2(S)-Methylbutyrylchloride;Butanoylchloride, 2-methyl-, (S)-;Butyryl chloride, 2-methyl-, (+)- (8CI);(+)-2-Methylbutanoyl chloride;(S)-(+)-2-Methylbutanoyl chloride;(S)-(+)-2-Methylbutyryl chloride;(S)-(+)-Methylbutyryl chloride;(S)-(+)-a-Methylbutyryl chloride;

Chemical Property of (S)-2-Methylbutanoyl chloride

Chemical Property:

• Vapor Pressure: 18.2mmHg at 25°C
• Refractive Index: 1.415
• Boiling Point: 116.4 °C at 760 mmHg
• Flash Point: 25.5 °C
• PSA: 17.07000
• Density: 1.005 g/cm³
• LogP: 1.79790

Purity/Quality:

98%Min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (2S)-2-Methylbutanoyl chloride is an intermediate in the synthesis 4a,5-Dihydro Lovastatin (Lovastatin EP Impurity E; Lovastatin USP Related Compound A, D448570), an impurity in Lovastatin (L472225) bulk drug.

Technology Process of (S)-2-Methylbutanoyl chloride

There total 6 articles about (S)-2-Methylbutanoyl chloride 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: 93.0%

(S)-2-Methylbutyric acid (1730-91-2) → (S)-2-methylbutanoyl chloride (27763-54-8)

Guidance literature:

With thionyl chloride; at 80 - 90 ℃; for 2h;

DOI:10.1016/j.ejmech.2018.05.038

Reference yield: 80.0%

(2S)-2-methyl-1-butanol (1565-80-6) → (S)-2-methylbutanoyl chloride (27763-54-8)

Guidance literature:

With thionyl chloride; for 2h; Heating;

Reference yield:

oxalyl dichloride (79-37-8) + (S)-2-Methylbutyric acid (1730-91-2) → (S)-2-methylbutanoyl chloride (27763-54-8)

Guidance literature:

In benzene; at 20 ℃;

DOI:10.1002/1522-2675(20000809)83:8<1778::AID-HLCA1778>3.0.CO;2-J

upstream raw materials:

(S)-2-Methylbutyric acid

(2S)-2-methyl-1-butanol

oxalyl dichloride

Downstream raw materials:

(3S)-methylvaleric acid

bis-((S)-2-methyl-butyryl)-peroxide

(S)-2,5-dimethylheptan-4-one

(S)-4-(2-methylbutanoyl)phenol

Refernces

• 1、 Gan, Li-She,Wang, Xiao-Ning,Wu, Yan,Yue, Jian-Min. "Tetranortriterpenoids from Cipadessa baccifera". . p. 1344 - 1347. Retrieved 2007.
• 2、 Rahman, M. Mukhlesur,Shiu, Winnie K.P.,Gibbons, Simon,Malkinson, John P.. "Total synthesis of acylphloroglucinols and their antibacterial activities against clinical isolates of multi-drug resistant (MDR) and methicillin-resistant strains of Staphylococcus aureus". . p. 255 - 262. Retrieved 2018/06/20.
• 3、 Tajabadi, Fatemeh Mazraati,Pouwer, Rebecca H.,Liu, Miaomiao,Dashti, Yousef,Campitelli, Marc R.,Murtaza, Mariyam,Mellick, George D.,Wood, Stephen A.,Jenkins, Ian D.,Quinn, Ronald J.. "Design and Synthesis of Natural Product Inspired Libraries Based on the Three-Dimensional (3D) Cedrane Scaffold: Toward the Exploration of 3D Biological Space". . p. 6609 - 6628. Retrieved 2018/07/25.