CAS 492-30-8

2-C-Methyl-D-ribono-1,4-lactone

Description:

2-C-Methyl-D-ribono-1,4-lactone, with the CAS number 492-30-8, is a chemical compound that belongs to the class of lactones, which are cyclic esters formed from hydroxy acids. This substance is characterized by its five-membered lactone ring, which is derived from D-ribonoic acid. The presence of a methyl group at the second carbon position distinguishes it from other ribono-lactones, contributing to its unique chemical properties. It is typically a white to off-white solid and is soluble in water due to the presence of hydroxyl groups. The compound is of interest in biochemical research, particularly in studies related to carbohydrate metabolism and enzymatic reactions. Its structural features allow it to participate in various chemical reactions, including esterification and hydrolysis. Additionally, 2-C-Methyl-D-ribono-1,4-lactone may exhibit biological activity, making it a subject of investigation in medicinal chemistry and pharmacology. Overall, its distinctive structure and properties make it a valuable compound in both synthetic and biological chemistry contexts.

Formula: C₆H₁₀O₅

InChI: InChI=1S/C6H10O5/c1-6(10)4(8)3(2-7)11-5(6)9/h3-4,7-8,10H,2H2,1H3/t3-,4-,6-/m1/s1

InChI key: InChIKey=WJBVKNHJSHYNHO-ZMIZWQJLSA-N

SMILES: C(O)[C@@H]1[C@@H](O)[C@@](C)(O)C(=O)O1

Synonyms:

• (3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)-3-methyldihydrofuran-2(3H)-one (non-preferred name)
• 2-C-Methyl-<span class="text-smallcaps">D</span>-ribo-pentonic acid γ-lactone
• 2-C-Methyl-<span class="text-smallcaps">D</span>-ribono-1,4-lactone
• 2-C-Methyl-D-ribonoic acid-1,4-Lactone
• 2-C-metylribono-γ-lactone
• 3,4-Dihydroxy-5-(hydroxymethyl)-3-methyloxolan-2-one
• 3,4-dihydroxy-5-(hydroxymethyl)-3-methyldihydrofuran-2(3H)-one (non-preferred name)
• <span class="text-smallcaps">D</span>-Ribonic acid, 2-C-methyl-, γ-lactone
• NSC 19768
• NSC 62382
• Ribonic acid, 2-C-methyl-, γ-lactone, <span class="text-smallcaps">D</span>-
• α-<span class="text-smallcaps">D</span>-Glucosaccharinic acid γ-lactone
• 2-C-Methyl-D-ribo-pentonic acid γ-lactone
• α-D-Glucosaccharinic acid γ-lactone
• D-Ribonic acid, 2-C-methyl-, γ-lactone

(3R,4R,5R)-3,4-Dihydroxy-5-(hydroxyMethyl)-3-Methyldihydrofuran-2(3H)-one

CAS: 492-30-8

Formula: C₆H₁₀O₅

Purity: 97%

Color and Shape: Solid

Molecular weight: 162.1406

Ref: IN-DA003H3Q

2C-Methyl-D-ribono-1,4-lactone

CAS: 492-30-8

2C-Methyl-D-ribono-1,4-lactone

Formula: C₆H₁₀O₅

Purity: 97.49% (hplc) (Typical Value in Batch COA)

Color and Shape: off-white crystalline powder

Molecular weight: 162.14g/mol

Ref: 54-BIM1009

2-C-Methyl-D-ribono-1,4-lactone

CAS: 492-30-8

Molecular weight: 162.14

Ref: 7W-GC6554

2-b-C-Methyl-D-ribono-1,4-lactone

CAS: 492-30-8

2-b-C-Methyl-D-ribono-1,4-lactone is a Carbohydrate Derivative.

Formula: C₆H₁₀O₅

Color and Shape: Solid

Molecular weight: 162.14

Ref: TM-TNU1223

2-C-Methyl-D-ribono-1,4-lactone

Controlled Product

CAS: 492-30-8

Applications Used in synthesis of enantiomerically pure 4-substituted riboses; also for preparing saccharinic acids and lactones via Amadori rearrangement for use as synthons toward herbicidal esters and branched nucleosides.
References Carson, J., et al.: J. Med. Chem., 35, 2855 (1992),

Formula: C₆H₁₀O₅

Color and Shape: Neat

Molecular weight: 162.14

Ref: TR-M325961

2-C-Methyl-D-ribono-1,4-lactone

CAS: 492-30-8

2-C-Methyl-D-ribono-1,4-lactone is a ketose which is formed from the thermal rearrangement of d-xylose. It has been shown to be an acceptor for episulfide and an 1-deoxy-d-ribulose. 2-C-Methyl-D-ribono-1,4-lactone has been found to yield dimethylamine when heated with magnesium. This compound can be ion exchanged with calcium and magnesium. 2CMR was first synthesized by the reaction of L(+) lactic acid with dimethylamine in the presence of magnesium chloride. The product was purified by crystallization from water, yielding a white powder that melts at 230°C.

Formula: C₆H₁₀O₅

Purity: Min. 95%

Color and Shape: White Clear Liquid

Molecular weight: 162.14 g/mol

Ref: 3D-MM05250

2-C-Methyl-D-ribonoic acid-1,4-Lactone

CAS: 492-30-8

Formula: C₆H₁₀O₅

Purity: 97%

Color and Shape: No data available.

Molecular weight: 162.141

Ref: 10-F215992