19684-04-9

Basic information

• Product Name: (R)-methyl 5-oxotetrahydrofuran-2-carboxylate
• Synonyms: (R)-methyl 5-oxotetrahydrofuran-2-carboxylate
• CAS NO: 19684-04-9
• Molecular Formula: C₆H₈O₄
• Molecular Weight: 144.12532
• Mol File: 19684-04-9.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 266.1±33.0 °C(Predicted)
• Appearance: /
• Density: 1.265±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• CAS DataBase Reference: (R)-methyl 5-oxotetrahydrofuran-2-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-methyl 5-oxotetrahydrofuran-2-carboxylate(19684-04-9)
• EPA Substance Registry System: (R)-methyl 5-oxotetrahydrofuran-2-carboxylate(19684-04-9)

Safety Data

• Hazardous Substances Data: 19684-04-9(Hazardous Substances Data)

Usage

General Description

(R)-methyl 5-oxotetrahydrofuran-2-carboxylate is a chemical compound with the molecular formula C6H8O4. It is a carboxylate ester composed of a 5-oxotetrahydrofuran-2-carboxylate group and a methyl group. (R)-methyl 5-oxotetrahydrofuran-2-carboxylate is commonly used in organic synthesis as a reagent for the preparation of various pharmaceuticals and fine chemicals. It is also utilized in the manufacture of flavors and fragrances. (R)-methyl 5-oxotetrahydrofuran-2-carboxylate is a versatile building block for the synthesis of various biologically active compounds and can undergo various chemical transformations to produce a wide range of derivatives with different properties and applications.

Upstream product

• 13192-04-6 dimethyl 2-ketoglutarate 
• 67-56-1 methanol 
• 21461-84-7 (2S)-tetrahydro-5-oxofuran-2-carboxylic acid 

Downstream Products

• 155768-48-2 -Methyl 2-hydroxy-5-<<5-(4-methoxyphenyl)-4-pentenyl>amino>-5-oxopentanoate 

Relevant articles and documents

Development of a multigram asymmetric synthesis of 2-(R)-2-(4,7,10-tris tert-butylcarboxymethyl-1,4,7,10-tetraazacyclododec-1-yl)-pentanedioic acid, 1-tert-butyl ester, (R)-tert-Bu4-DOTAGA1

A process for the multigram asymmetric synthesis of the chiral tetraazamacrocycle 2-(R)-2-(4,7,10-tris tert-butylcarboxymethyl- 1,4,7,10-tetraazacyclododec-1-yl)-pentanedioic acid, 1-tert-butyl ester ((R)-tert-Bu4-DOTAGA, 4) has been devised and demonstrated. The nine-step synthesis features an improved synthesis of 2-(S)-5- oxotetrahydrofuran- 2-carboxylic acid, tert-butyl ester 8, the precursor to the novel alkylating agent (S)-5-benzyl 1-tert-butyl 2-(methylsulfonyloxy) pentanedioate 12, which was used to introduce an orthogonally protected chiral glutarate arm to the 1,4,7,10-tetraazacyclododecane (cyclen) nucleus in high optical purity. Cyclen derivative (R)-t-Bu4-DOTAGA, 4, a key intermediate for the manufacture of a magnetic resonance imaging (MRI) candidate, was produced with high chemical (≥95%) and optical (ee ≥ 97%) purity. The process developed was successfully applied to the kilogram-scale cGMP synthesis of (R)-t-Bu4-DOTAGA.

NAD(P)+-NAD(P)H Models. 59. 1,2- Versus 1,4-Reduction of β,γ-Unsaturated α-Keto Ester

Depending on the reactivity of the reducing agent, β,γ-unsaturated α-keto ester is reduced into either β,γ-unsaturated α-hydroxy ester or saturated α-keto ester as the result of 1,2- or 1,4-reduction.