ALPHA-HYDROXY-GAMMA-BUTYROLACTONE

Base Information

• Chemical Name: ALPHA-HYDROXY-GAMMA-BUTYROLACTONE
• CAS No.: 19444-84-9
• Molecular Formula: C4H6O3
• Molecular Weight: 102.09
• Hs Code.: 29322090
• European Community (EC) Number: 692-561-9
• UNII: L5D4QZ05QR
• DSSTox Substance ID: DTXSID00941181
• Nikkaji Number: J383.007A
• Wikidata: Q27282736
• Mol file: 19444-84-9.mol

Synonyms:Butyricacid, 2,4-dihydroxy-, g-lactone (7CI);Butyricacid, 2,4-dihydroxy-, g-lactone (7CI);2,4-Dihydroxybutanoic acid g-lactone;2,4-Dihydroxybutyric acid g-lactone;2-Hydroxy-4-butanolide;2-Hydroxybutyrolactone;3-Hydroxybutyrolactone;3-Hydroxydihydrofuran-2(3H)-one;3-Hydroxydihydrofuran-2-one;3-Hydroxyoxolan-2-one;a-Hydroxy-g-butyrolactone;

Chemical Property of ALPHA-HYDROXY-GAMMA-BUTYROLACTONE

Chemical Property:

• Vapor Pressure: 0.00371mmHg at 25°C
• Refractive Index: n20/D 1.468(lit.)
• Boiling Point: 249.3°Cat760mmHg
• PKA: 13.07±0.20(Predicted)
• Flash Point: 122.1°C
• PSA: 46.53000
• Density: 1.393g/cm³
• LogP: -0.70580
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: Chloroform (Sparingly), Methanol (Slightly)
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 102.031694049
• Heavy Atom Count: 7
• Complexity: 88.9

Purity/Quality:

99.9% ^*data from raw suppliers

α-Hydroxy-γ-butyrolactone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 23-24/25-36-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COC(=O)C1O
• Uses: α-Hydroxy-γ-butyrolactone may be employed as starting reagent in the synthesis of series of seco-pseudonucleoside synthons via aminolysis. 1 It may be employed as starting reagent in the synthesis of enantiomerically pure orthogonally protected δ-azaproline, via Mitsunobu reaction. α-Hydroxy-γ-butyrolactone may be employed as starting reagent in the synthesis of series of seco-pseudonucleoside synthons via aminolysis. It may be employed as starting reagent in the synthesis of enantiomerically pure orthogonally protected δ-azaproline, via Mitsunobu reaction.

Technology Process of ALPHA-HYDROXY-GAMMA-BUTYROLACTONE

There total 53 articles about ALPHA-HYDROXY-GAMMA-BUTYROLACTONE 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: 100.0%

methyl 3-(1,3-dioxolan-2-yl)-2-hydroxypropanoate (329735-16-2) → 3-hydroxyoxolan-2-one (19444-84-9)

Guidance literature:

With hydrogen; toluene-4-sulfonic acid; Ru-carbon; In water; isopropyl alcohol; at 60 ℃; for 6h; under 15001.2 Torr;

DOI:10.1016/j.tetlet.2005.03.137

Reference yield: 93.0%

1,3-DIOXOLANE (646-06-0) + acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → 3-hydroxyoxolan-2-one (19444-84-9)

Guidance literature:

1,3-DIOXOLANE; acrylic acid methyl ester; With oxygen; toluene-4-sulfonic acid; In isopropyl alcohol; at 70 ℃; for 6h;

With hydrogen; palladium on activated charcoal; In isopropyl alcohol; at 60 ℃; for 6h; under 60004.8 Torr;

DOI:10.1016/j.tetlet.2005.03.137

Reference yield: 80.0%

2-hydroxy-4-oxo-butyric acid (62386-30-5) → 3-hydroxyoxolan-2-one (19444-84-9)

Guidance literature:

2-hydroxy-4-oxo-butyric acid; With sodium tetrahydroborate; In methanol; at 20 ℃; for 1h;

With hydrogenchloride; In water; at 20 ℃; for 2h;

DOI:10.1016/j.tetlet.2005.03.137

upstream raw materials:

4-butanolide

α-bromo-γ-butyrolactone

1,3-DIOXOLANE

acrylic acid methyl ester

Downstream raw materials:

3-hydroxy-2-pyrrolidinone

vasicine

6,6a-dihydrofuro<3,2-b>furan-2(5H)-one

γ-phthalimidoimino-α-hydroxybutyric acid

Refernces

• 1、 Chen, Can,Jiang, Junxiang,Li, Guangci,Li, Xuebing,Wang, Da,Wang, Zhong,Yu, Pei. "Ru/SiO2 Catalyst for Highly Selective Hydrogenation of Dimethyl Malate to 1,2,4-Butanetriol at Low Temperatures in Aqueous Solvent". . . Retrieved 2022/01/12.
• 2、 -. "Preparation method of alpha-hydroxyl-gamma-butyrolactone". Paragraph 0008; 0016; 0019. . Retrieved 2021/06/13.