Butanoic acid, (2S)-2,3-dihydroxypropyl ester

Base Information

• Chemical Name: Butanoic acid, (2S)-2,3-dihydroxypropyl ester
• CAS No.: 126254-87-3
• Molecular Formula: C₇H₁₄O₄
• Molecular Weight: 162.186
• UNII: 41380IA24E
• Nikkaji Number: J71.749E
• Wikidata: Q27258381
• Mol file: 126254-87-3.mol

Synonyms:Monobutyrin, (S)-;126254-87-3;UNII-41380IA24E;Butanoic acid, (2S)-2,3-dihydroxypropyl ester;(S)-2,3-Dihydroxypropyl butyrate;41380IA24E;(S)-monobutyrin;(+)-1-Monobutyrin;starbld0033196;SCHEMBL5610778;Q27258381

Chemical Property of Butanoic acid, (2S)-2,3-dihydroxypropyl ester

Chemical Property:

• XLogP3: -0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 162.08920892
• Heavy Atom Count: 11
• Complexity: 113

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCCC(=O)OCC(CO)O
• Isomeric SMILES: CCCC(=O)OC[C@H](CO)O

Technology Process of Butanoic acid, (2S)-2,3-dihydroxypropyl ester

There total 3 articles about Butanoic acid, (2S)-2,3-dihydroxypropyl 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: 46.0%

(+/-)-glycidyl butyrate (2461-40-7) → (R)-glycidyl butyrate (60456-26-0) + (S)-2,3-dihydroxypropyl butyrate (126254-87-3)

Guidance literature:

With [(S,S)-N,N’-bis(3,5-di-tertbutylsalicylidene)-1,2-cyclohexanediaminato(2-)]cobalt(II); air; acetic acid; In tetrahydrofuran; at 0 - 20 ℃;

DOI:10.1021/ja016737l

Reference yield: 46.0%

(+/-)-glycidyl butyrate (2461-40-7) → 1-sn-monobutyroylglycerol (5309-42-2) + (R)-glycidyl butyrate (60456-26-0) + (S)-2,3-dihydroxypropyl butyrate (126254-87-3)

Guidance literature:

With [(S,S)-N,N’-bis(3,5-di-tertbutylsalicylidene)-1,2-cyclohexanediaminato(2-)]cobalt(II); air; acetic acid; In tetrahydrofuran; at 0 - 20 ℃;

DOI:10.1021/ja016737l

Reference yield: 40.0%

(+/-)-glycidyl butyrate (2461-40-7) → (R)-glycidyl butyrate (60456-26-0) + (S)-2,3-dihydroxypropyl butyrate (126254-87-3) + (S)-glycidyl butyrate (65031-96-1)

Guidance literature:

With (acetao)(aqua)(S,S)-N,N′-bis(3,5-di-tert-butylsalicylidene-1,2-cyclohexanediamino)-cobalt(III); water; In tetrahydrofuran; at 0 ℃; for 12h; optical yield given as %ee;

DOI:10.2174/157017811795371412

upstream raw materials:

(+/-)-glycidyl butyrate

Downstream raw materials:

(2R)-3-(phenylseleno)propane-1,2-diol

(2R)-2-hydroxy-3-(phenylseleno)propylbutyrate

Refernces

• 1、 Schaus, Scott E.,Brandes, Bridget D.,Larrow, Jay F.,Tokunaga, Makoto,Hansen, Karl B.,Gould, Alexandra E.,Furrow, Michael E.,Jacobsen, Eric N.. "Highly selective hydrolytic kinetic resolution of terminal epoxides catalyzed by chiral (salen)CoIII complexes. Practical synthesis of enantioenriched terminal epoxides and 1,2-diols". . p. 1307 - 1315. Retrieved 2007/10/03.