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(R)-(-)-5-Oxotetrahydrofuran-2-carboxylic acid

(R)-(-)-5-Oxotetrahydrofuran-2-carboxylic acid structure

CAS No.: 53558-93-3

Chemical Name:: (R)-(-)-5-Oxotetrahydrofuran-2-carboxylic acid

Synonyms: (R)-5-OXOTETRAHYDROFURAN-2-CARBOXYLIC ACID;5-oxo-2-tetrahydrofurancarboxylic acid;(2R)-5-Oxotetrahydro-2-furancarboxylic acid;(R)-tetrahydro-5-oxo-2-furancarboxylic acid;(theta)-2-furancarboxylicaci;(r)-γ-carboxy-γ-butyrolactone;5-Oxo-tetrahydro-furan-2-carboxylic;(2R)-5-Oxooxolane-2β-carboxylic acid;(R)-(-)-5-OXO-2-TETRAHYDROFUROIC ACID;(R)-GAMMA-CARBOXY-GAMMA-BUTYROLACTONE

CBNumber:: CB6492559

Molecular Formula:: C5H6O4

Molecular Weight:: 130.1

MDL Number:: MFCD00011567

MOL File:: 53558-93-3.mol

MSDS File:: SDS

TDS File:: TDS

Last updated:2026-09-12 18:54:17

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(R)-(-)-5-Oxotetrahydrofuran-2-carboxylic acid Properties

Melting point	71-73 °C (lit.)
Boiling point	165-167 °C/0.3 mmHg (lit.)
alpha	-14°(D/20℃) (c=5, メタノール)
Density	1.3985 (rough estimate)
refractive index	1.5800 (estimate)
storage temp.	Inert atmosphere,Room Temperature
form	solid
pka	3.11±0.20(Predicted)
Appearance	White to light yellow Solid
optical activity	[α]20/D 14°, c = 5 in methanol
BRN	1424499
InChI	InChI=1S/C5H6O4/c6-4-2-1-3(9-4)5(7)8/h3H,1-2H2,(H,7,8)/t3-/m1/s1
InChIKey	QVADRSWDTZDDGR-GSVOUGTGSA-N
SMILES	O1C(=O)CC[C@@H]1C(O)=O
CAS DataBase Reference	53558-93-3(CAS DataBase Reference)
EPA Substance Registry System	2-Furancarboxylic acid, tetrahydro-5-oxo-, (2R)- (53558-93-3)
UNSPSC Code	12352005
NACRES	NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)

GHS07

Signal word

Warning

Hazard statements

H315-H319-H335

Precautionary statements

P261-P264-P271-P280-P302+P352-P305+P351+P338

target organs

Respiratory system

PPE

dust mask type N95 (US), Eyeshields, Gloves

Hazard Codes

Risk Statements

36/37/38

Safety Statements

26-36

WGK Germany

TSCA

TSCA listed

HS Code

29321900

Storage Class

11 - Combustible Solids

Hazard Classifications

Eye Irrit. 2
Skin Irrit. 2
STOT SE 3

NFPA 704

	0
2		0

(R)-(-)-5-Oxotetrahydrofuran-2-carboxylic acid price More Price(44)

Manufacturer	Product number	Product description	CAS number	Packaging	Price	Updated	Buy
Sigma-Aldrich	310476	(R)-(?)-5-Oxo-2-tetrahydrofurancarboxylic acid 98%	53558-93-3	1g	$111	2026-04-30	Buy
Sigma-Aldrich	310476	(R)-(?)-5-Oxo-2-tetrahydrofurancarboxylic acid 98%	53558-93-3	5g	$320	2026-04-30	Buy
TCI Chemical	O0281	(R)-(-)-5-Oxotetrahydrofuran-2-carboxylic Acid >98.0%(GC)(T)	53558-93-3	1g	$28	2026-04-30	Buy
TCI Chemical	O0281	(R)-(-)-5-Oxotetrahydrofuran-2-carboxylic Acid >98.0%(GC)(T)	53558-93-3	5g	$93	2026-04-30	Buy
Usbiological	463887	(R)-5-Oxotetrahydrofuran-2-carboxylic Acid	53558-93-3	500mg	$312	2026-06-03	Buy

Product number	Packaging	Price	Buy
310476	1g	$111	Buy
310476	5g	$320	Buy
O0281	1g	$28	Buy
O0281	5g	$93	Buy
463887	500mg	$312	Buy

(R)-(-)-5-Oxotetrahydrofuran-2-carboxylic acid Chemical Properties, Uses, Production

Chemical Properties

white crystalline powder

Uses

(R)-5-Oxotetrahydrofuran-2-carboxylic Acid is an intermediate used to synthesize 2'',3''-dideoxy-4''-selenonucleosides as potential antiviral agents.

General Description

(R)-()-5-Oxo-2-tetrahydrofurancarboxylic acid belongs to the class of furans, considered as heterocyclic building blocks. It is used as an HPLC derivatization reagent for UV/Vis detection.

Synthesis

6893-26-1

(R)-(-)-5-OXOTETRAHYDROFURAN-2-CARBOXYLIC ACID

53558-93-3

Example 1: Synthesis of (R)-(-)-5-oxo-2-tetrahydrofuran carboxylic acid (2) 1. To a mixed solution of D-glutamic acid (1 , 25 g, 170 mmol) in water (67 mL) and concentrated hydrochloric acid (35 mL) was slowly added a solution of NaNO2 (17.5 g, 253.6 mmol) in water (37.5 mL) at 0 °C for 4 hours. 2. After the addition was completed, the reaction mixture was stirred overnight at room temperature to obtain a clarified solution. 3. The solvent was removed by vacuum evaporation and the residue was treated with ethyl acetate (EtOAc, 80 mL) and filtered. 4. The filtrate was dried over anhydrous sodium sulfate (Na2SO4) and subsequently concentrated. 5. The concentrated residue was crystallized from a solvent mixture of ethyl acetate/benzene/hexane to afford (R)-(-)-5-oxo-2-tetrahydrofuran carboxylic acid (2) as a white crystalline solid (12.63 g, 57% yield). Product Characterization: - Melting point: 71-73°C - 1H NMR (400 MHz, CD3OD): δ 4.20 (m, 1H, CHO), 1.8-2.3 (m, 4H, CH2CH2).

References

[1] Tetrahedron, 2006, vol. 62, # 37, p. 8687 - 8695
[2] Tetrahedron: Asymmetry, 1993, vol. 4, # 6, p. 1391 - 1396
[3] Organic Letters, 2014, vol. 16, # 16, p. 4336 - 4339
[4] Pharmazie, 1995, vol. 50, # 1, p. 15 - 21
[5] Patent: US2004/67877, 2004, A1

(R)-(-)-5-Oxotetrahydrofuran-2-carboxylic acid synthesis

Synthesis of (R)-(-)-5-Oxotetrahydrofuran-2-carboxylic acid from 2-Ketoglutaric acid

(R)-(-)-5-Oxotetrahydrofuran-2-carboxylic acid Preparation Products And Raw materials

Raw materials

D(-)-Glutamic acid Hydrochloric acid Water Ethyl acetate Sodium nitrite

Preparation Products

(R)-(-)-5-Oxotetrahydrofuran-2-carboxylic acid Suppliers

Global Suppliers ( 130)

Supplier	Tel	Email	Country	ProdList	Advantage
Dtchem Laboratories,（Gan Su）Co.,Ltd.	18993961550 18993966060	sales@techbiochem.com	China	774	61
Wuhan HSN Pharmaresearch CO., LTD.	027-81525288 18086100502	linwell@126.com	China	384	50
J & K SCIENTIFIC LTD.	18210857532 18210857532	jkinfo@jkchemical.com	China	96815	76
Meryer (Shanghai) Chemical Technology Co., Ltd.	4006356688 18621169109	market03@meryer.com	China	40202	62
TCI (Shanghai) Development Co., Ltd.	021-67121386	Sales-CN@TCIchemicals.com	China	24512	81
Energy Chemical	400-0056266	sales8178@energy-chemical.com	China	44850	61
Shanghai Longsheng chemical Co.,Ltd.	58099637 13585536065	sales@shlschem.com	China	9880	59
Shanghai Hanhong Scientific Co.,Ltd.	021-54306202 13764082696	info@hanhongsci.com	China	42917	64
Tianjin heowns Biochemical Technology Co., Ltd.	400 638 7771	sales@heowns.com	China	14412	57
Thermo Fisher Scientific	800-810-5118	cnchemical@thermofisher.com	China	17752	75

Supplier	Advantage
Dtchem Laboratories,（Gan Su）Co.,Ltd.	61
Wuhan HSN Pharmaresearch CO., LTD.	50
J & K SCIENTIFIC LTD.	76
Meryer (Shanghai) Chemical Technology Co., Ltd.	62
TCI (Shanghai) Development Co., Ltd.	81
Energy Chemical	61
Shanghai Longsheng chemical Co.,Ltd.	59
Shanghai Hanhong Scientific Co.,Ltd.	64
Tianjin heowns Biochemical Technology Co., Ltd.	57
Thermo Fisher Scientific	75

View Latest Price from (R)-(-)-5-Oxotetrahydrofuran-2-carboxylic acid manufacturers

Image	Update time	Product	Price	Min. Order	Purity	Supply Ability	Manufacturer
	2019-09-03	(R)-(-)-5-OXOTETRAHYDROFURAN-2-CARBOXYLIC ACID 53558-93-3	$1.00	1KG	95-99%	500kg	Career Henan Chemical Co

(R)-(-)-5-OXOTETRAHYDROFURAN-2-CARBOXYLIC ACID
53558-93-3
$1.00
95-99%
Career Henan Chemical Co

(R)-(-)-5-Oxotetrahydrofuran-2-carboxylic acid Spectrum

(R)-(-)-5-OXOTETRAHYDROFURAN-2-CARBOXYLIC ACID(53558-93-3)¹HNMR (R)-(-)-5-OXOTETRAHYDROFURAN-2-CARBOXYLIC ACID(53558-93-3)IR

53558-93-3 ((R)-(-)-5-Oxotetrahydrofuran-2-carboxylic acid) Related Search:

2-(2-METHOXYPHENYL)-5-OXOTETRAHYDROFURAN-3-CARBOXYLIC ACID 2-Tetrahydrofuroic acid Terebic acid (R)-(-)-5-Oxotetrahydrofuran-2-carboxylic acid (S)-(+)-5-Oxotetrahydrofuran-2-carboxylic acid

2-(1-Carboxyundecyl)-5-oxotetrahydrofuran-2-carboxylic acid 4-METHYLENE-2-OCTYL-5-OXOTETRAHYDROFURAN-3-CARBOXYLIC ACID (3S)-2-(2-Methoxyphenyl)-5-oxotetrahydrofuran-3-carboxylic acid (1R)-(+)-Camphanic acid (R)-(-)-gamma-Ethoxycarbonyl-gamma-butyrolactone

(S)-(+)-5-Oxotetrahydrofuran-2-carboxylic acid 3,4,4-Trimethyl-2-oxotetrahydrofuran-3-carboxylic acid ethyl ester 2-[[(4S)-4-[[Cyanoacetyl]amino]-3-oxotetrahydroisoxazol]-2-yl]-5-oxotetrahydrofuran-2-carboxylic acid sodium salt 2-[[(4S)-4-[[Phenyl-sodiosulfoacetyl]amino]-3-oxotetrahydroisoxazol]-2-yl]-5-oxotetrahydrofuran-2-carboxylic acid sodium salt 2-[[(4S)-4-[[2-Thienylacetyl]amino]-3-oxotetrahydroisoxazol]-2-yl]-5-oxotetrahydrofuran-2-carboxylic acid sodium salt

2-[[(4S)-4-[[2-Pyridinylthioacetyl]amino]-3-oxotetrahydroisoxazol]-2-yl]-5-oxotetrahydrofuran-2-carboxylic acid sodium salt Camphanic acid D-Camphanic acid anhydride

1of4

(R)-(-)-GAMMA-CARBOXY-GAMMA-BUTYROLACTONE (R)-GAMMA-CARBOXY-GAMMA-BUTYROLACTONE (R)-(-)-5-OXO-2-TETRAHYDROFURANCARBOXYLIC ACID (R)-(-)-5-OXO-2-TETRAHYDROFUROIC ACID (R)-(-)-TETRAHYDRO-5-OXO-2-FURANECARBOXYLIC ACID (R)-(-)-5-OXO-2-TETRAHYDROFURANCARBOXYLI C ACID, 98% (97% EE/GLC) (R)-5-OXOTETRAHYDRO-2-FURANCARBOXYLIC ACID 98+% (R)-(-)-5-Oxo-2-tetrahydrofurancarboxylic acid, 99% (99% ee) (R)-(-)-5-Oxotetrahydrofuran-2-carboxylic Acid (theta)-2-furancarboxylicaci D-5-OXO-2-TETRAHYDROFURANCARBOXYLIC ACID (R-) (R)-(-)-5-OXOTETRAHYDROFURAN-2-CARBOXYLIC (r)-γ-carboxy-γ-butyrolactone (R)-5-Oxotetrahydro-2-furancarboxylic acid,(R)-γ-Carboxy-γ-butyrolactone (R)-()-5-Oxo-2-tetrahydrofurancarboxylic acid,(R)-γ-Carboxy-γ-butyrolactone, (R)-5-Oxotetrahydro-2-furancarboxylic acid 2-Furancarboxylic acid,tetrahydro-5-oxo-, (2R) (R)-(-)-5-Oxo-2-tetrahydrofurancarboxylic acid, 99% (99% ee) 1GR (R)-(-)-gamma-Carboxy-gamma-butyrolactone (R)-(-)-5-Oxo-2-tetrahydrofuroic Acid 5-Oxo-tetrahydro-furan-2-carboxylic 2-Furancarboxylic acid, tetrahydro-5-oxo-,(S)- 5-oxo-2-tetrahydrofurancarboxylic acid (R)-γ-Carboxy-γ-butyrolactone, (R)-5-Oxotetrahydro-2-furancarboxylic acid (R)-(-)-5-Oxo-2-tetrahydrofurancarboxylic acid, 99%, ee:.99% (2R)-5-Oxooxolane-2β-carboxylic acid (R)-Tetrahydro-5-oxo-2β-furancarboxylic acid (R)-(-)-5-Oxo-2-tetrahydrofurancarboxylic acid 98% (2R)-Tetrahydro-5-oxo-2-furancarboxylic Acid (R)-(-)-5-Oxotetrahydrofuran-2-carboxylicAcid> (2R)-Tetrahydro-5-Oxo-2-Furan Carboxy (2R)-5-oxotetrahydrofuran-2-carboxylic acid (R)-(?)-5-Oxo-2-tetrahydrofurancarboxylic acid (2R)-5-Oxotetrahydro-2-furancarboxylic acid (R)-5-OXOTETRAHYDROFURAN-2-CARBOXYLIC ACID (R)-tetrahydro-5-oxo-2-furancarboxylic acid (R)-(-)-5-Oxotetrahydrofuran-2-carboxylic acid 53558-93-3 CARBOXYLIC ACID Chiral Building Blocks Carboxylic Acids (Chiral) Asymmetric Synthesis Chiral Resolution Reagents Chiral Resolving Reagents Heterocyclic Building Blocks Furans Carboxylic Acids (Chiral) Chiral Building Blocks Synthetic Organic Chemistry