3-Heptanone, 4-methyl-, (4S)-

Base Information

• Chemical Name: 3-Heptanone, 4-methyl-, (4S)-
• CAS No.: 51532-31-1
• Molecular Formula: C₈H₁₆O
• Molecular Weight: 128.214
• UNII: SNT65QN5WX,CB5TD5A4UB
• DSSTox Substance ID: DTXSID90466419
• Metabolomics Workbench ID: 5486
• Nikkaji Number: J1.796.290F
• Wikidata: Q82292981
• Mol file: 51532-31-1.mol

Synonyms:3-Heptanone, 4-methyl-, (4S)-;51532-30-0;(4S)-4-METHYLHEPTAN-3-ONE;4S-Methylheptan-3-one;(s)-4-methyl-3-heptanone;(S)-4-Methylheptan-3-one;(S)-(+)-4-methyl-3-heptanone;51532-31-1;CB5TD5A4UB;SNT65QN5WX;(4R)-4-Methyl-3-heptanone;(4S)-4-Methyl-3-heptanone;SCHEMBL10890015;DTXSID90466419;4-Methylheptan-3-one, (4R)-;4-Methylheptan-3-one, (4S)-;CHEBI:195860;(R)-(-)-4-Methyl-3-heptanone;3-Heptanone, 4-methyl-, (4R)-;LMFA12000092

Chemical Property of 3-Heptanone, 4-methyl-, (4S)-

Chemical Property:

• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 128.120115130
• Heavy Atom Count: 9
• Complexity: 86.6

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCCC(C)C(=O)CC
• Isomeric SMILES: CCC[C@H](C)C(=O)CC

Technology Process of 3-Heptanone, 4-methyl-, (4S)-

There total 32 articles about 3-Heptanone, 4-methyl-, (4S)- 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: 95.0%

(E)-4-methylhept-4-en-3-one (27771-19-3) → (+)-(S)-4-methyl-heptane-3-one (51532-31-1,70004-03-4)

Guidance literature:

In dimethyl sulfoxide; at 20 ℃; for 48h; Beauveria sulfurescens;

DOI:10.1021/jo00344a009

Reference yield: 87.0%

C8H17NO2 (1289377-49-6) + ethylmagnesium bromide (925-90-6) → (+)-(S)-4-methyl-heptane-3-one (51532-31-1,70004-03-4)

Guidance literature:

In diethyl ether; at 0 - 25 ℃; Inert atmosphere;

DOI:10.1021/ol2007567

Reference yield:

(1S, 2S)-cis-1-ethyl-2-propylcyclopropanol (1447152-15-9) → 3-octanone (106-68-3) + (+)-(S)-4-methyl-heptane-3-one (51532-31-1,70004-03-4)

Guidance literature:

With aluminum oxide; DL-tartaric acid; at 110 ℃; for 2h; Overall yield = 70 %; Overall yield = 0.085 g;

DOI:10.1016/j.tet.2013.05.118

upstream raw materials:

methyl (R)-2-methylbutyric acid

ethyllithium

methyllithium

(3R)-(-)-1,2-Epoxy-3-methylhexan

Downstream raw materials:

C₂₂H₃₆O₄

C₂₂H₃₈O₄

C₃₄H₆₆O₄Si₂

C₂₅H₄₂O₄

Refernces

• 1、 Powell, Robert W.,Buteler, M. Pilar,Lenka, Sunidhi,Crotti, Michele,Santangelo, Sara,Burg, Matthew J.,Bruner, Steven,Brenna, Elisabetta,Roitberg, Adrian E.,Stewart, Jon D.. "Investigating: Saccharomyces cerevisiae alkene reductase OYE 3 by substrate profiling, X-ray crystallography and computational methods". . p. 5003 - 5016. Retrieved 2018/10/17.
• 2、 Brenna, Elisabetta,Crotti, Michele,Gatti, Francesco G,Monti, Daniela,Parmeggiani, Fabio,Pugliese, Andrea. "One-pot multi-enzymatic synthesis of the four stereoisomers of 4-methylheptan-3-ol". supporting information. . Retrieved 2017/10/13.