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

Base Information

• Chemical Name: Butanoic acid, (2R)-2,3-dihydroxypropyl ester
• CAS No.: 5309-42-2
• Molecular Formula: C7H14O4
• Molecular Weight: 162.186
• UNII: 9FO066O69R
• Nikkaji Number: J71.750I
• Wikidata: Q27272495
• Mol file: 5309-42-2.mol

Synonyms:Monobutyrin, (R)-;3-Butyryl-sn-glycerol;Monobutyrin (R)-form [MI];Butanoic acid, (2R)-2,3-dihydroxypropyl ester;L-alpha-Butanoyl glycerol;5309-42-2;UNII-9FO066O69R;9FO066O69R;(R)-monobutyrin;(?)-1-Monobutyrin;SCHEMBL5610802;L-.ALPHA.-BUTANOYL GLYCEROL;butanoic acid (r)-2,3-dihydroxypropyl ester;Q27272495

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

Chemical Property:

• Refractive Index: nD20 1.4493
• PSA: 66.76000
• LogP: -0.31710
• 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:

95% ^*data from raw suppliers

(R)-MONOBUTYRIN 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

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

There total 2 articles about Butanoic acid, (2R)-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) → 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:

(+/-)-glycidyl butyrate (2461-40-7) → 1-sn-monobutyroylglycerol (5309-42-2) + (R)-glycidyl butyrate (60456-26-0) + (S)-glycidyl butyrate (65031-96-1)

Guidance literature:

With 4CF₃O₃S^(1-)*Co⁽³⁺⁾*Y⁽³⁺⁾*C₃₆H₅₂N₂O₂^(2-); water; In neat (no solvent); at 20 ℃; for 12h; Overall yield = 19 %; enantioselective reaction;

DOI:10.1039/c5ra12408e

upstream raw materials:

(+/-)-glycidyl butyrate