ChemicalBook > CAS DataBase List > 2-Deoxy-D-ribonic-1,4-lactone
2-Deoxy-D-ribonic-1,4-lactone
- Product Name
- 2-Deoxy-D-ribonic-1,4-lactone
- CAS No.
- 34371-14-7
- Chemical Name
- 2-Deoxy-D-ribonic-1,4-lactone
- Synonyms
- (4S,5R)-4-Hydroxy-5-(hydroxymethyl)dihydrofuran-2(3H)-one;2-Deoxy-D-ribono-1,4-lactone;2'-Deoxyribolactone;2'-Deoxyribonolactone;2-deoxy-D-ribonolactone;2-Deoxy-D-ribonic-1,4-lactone;2-Deoxy-D-ribonic acid γ-lactone;2-Deoxy-D-ribonic acid-1,4-lactone;2-Deoxy-
D -ribono-1,4-lactone;2-Deoxy-D-ribono-1,4-lactone >=95% (GC) - CBNumber
- CB31231464
- Molecular Formula
- C5H8O4
- Formula Weight
- 132.11
- MOL File
- 34371-14-7.mol
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2-Deoxy-D-ribonic-1,4-lactone Property
- Boiling point:
- 395.3±27.0 °C(Predicted)
- Density
- 1.438±0.06 g/cm3(Predicted)
- storage temp.
- -20°C
- pka
- 12.63±0.40(Predicted)
- Appearance
- Light yellow to yellow Liquid
- optical activity
- [α]/D 19.0±2.5°, c = 1 in H2O
- BRN
- 81260
- InChI
- InChI=1/C5H8O4/c6-2-4-3(7)1-5(8)9-4/h3-4,6-7H,1-2H2/t3-,4+/s3
- InChIKey
- YIXDEYPPAGPYDP-IUYQGCFVSA-N
- SMILES
- C1(O[C@H](CO)[C@@H](O)C1)=O |&1:2,5,r|
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Safety
- WGK Germany
- 3
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N-Bromosuccinimide Price
TRC
- Product number
- H953178
- Product name
- (4S,5R)-4-Hydroxy-5-(hydroxymethyl)dihydrofuran-2(3H)-one
- Packaging
- 500mg
- Price
- $220
- Updated
- 2021/12/16
Usbiological
- Product number
- 292956
- Product name
- 2-Deoxy-D-ribonic acid-1,4-lactone
- Packaging
- 250mg
- Price
- $360
- Updated
- 2021/12/16
Biosynth Carbosynth
- Product number
- MD00127
- Product name
- 2-Deoxy-D-ribonic acid-1,4-lactone
- Packaging
- 5G
- Price
- $682.5
- Updated
- 2021/12/16
AK Scientific
- Product number
- 2070AL
- Product name
- 2-Deoxy-D-ribonicacid-1,4-lactone
- Packaging
- 10g
- Price
- $698
- Updated
- 2021/12/16
Biosynth Carbosynth
- Product number
- MD00127
- Product name
- 2-Deoxy-D-ribonic acid-1,4-lactone
- Packaging
- 2g
- Price
- $315
- Updated
- 2021/12/16
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2-Deoxy-D-ribonic-1,4-lactone Chemical Properties,Usage,Production
Definition
ChEBI: 2-deoxy-D-ribono-1,4-lactone is a ribonolactone. It has a role as a metabolite. It is functionally related to a D-ribonic acid.
Synthesis
533-67-5
34371-14-7
Example 1A Synthesis of (4S,5R)-4-hydroxy-5-(hydroxymethyl)dihydrofuran-2(3H)-one: 2-deoxy-D-ribose (10 g, 74.6 mmol) and water (60 mL) were added to a 500 mL round-bottomed flask, followed by slow dropwise addition of bromine (59.6 g, 373 mmol). The reaction mixture was stirred at room temperature for 5 days. After completion of the reaction, the mixture was diluted with water (300 mL) and extracted with tert-butyl methyl ether (3 x 200 mL). The aqueous layer was neutralized with silver carbonate to pH 6 and filtered to remove the resulting solid. The filtrate was concentrated under vacuum to give a residue. The residue was dissolved in ethyl acetate (200 mL) and dried by adding magnesium sulfate. After standing overnight, the solid was removed by filtration and the filtrate was concentrated to give (4S,5R)-4-hydroxy-5-(hydroxymethyl)dihydrofuran-2(3H)-one as an oil (7.72 g, 78%).1H NMR (400 MHz, CDCl3) δ 1.83 (t, J = 5.9 Hz, 1H), 2.13 (d, J = 4.3 Hz, 1H), 2.57 (dd, J = 4.3 Hz, 1H) 2.57 (dd, J = 18.1, 4.0 Hz, 1H), 3.00 (dd, J = 18.0, 7.2 Hz, 1H), 3.85 (m, 1H), 3.97 (m, 1H), 4.46 (q, J = 3.2 Hz, 1H), 4.65 (m, 1H).
References
[1] European Journal of Organic Chemistry, 2013, # 7, p. 1306 - 1317
[2] Patent: US2017/57981, 2017, A1. Location in patent: Paragraph 0268; 0269; 0320; 0321
[3] RSC Advances, 2014, vol. 4, # 22, p. 11023 - 11028
[4] Patent: WO2011/3018, 2011, A2. Location in patent: Page/Page column 40-41
[5] Patent: WO2015/81297, 2015, A1. Location in patent: Paragraph 00291
2-Deoxy-D-ribonic-1,4-lactone Preparation Products And Raw materials
Raw materials
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View Lastest Price from 2-Deoxy-D-ribonic-1,4-lactone manufacturers
WUHAN FORTUNA CHEMICAL CO., LTD
- Product
- 2-Deoxy-D-ribonic-1,4-lactone 34371-14-7
- Price
- US $0.00/G
- Min. Order
- 10G
- Purity
- 98%min
- Supply Ability
- 30kg/month
- Release date
- 2023-02-14
Career Henan Chemical Co
- Product
- 2-Deoxy-D-ribonic-1,4-lactone 34371-14-7
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 97%-99.9%
- Supply Ability
- 100kg
- Release date
- 2019-12-25