Introduction:Basic information about 2-Deoxy-L-ribose CAS 18546-37-7, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
2-Deoxy-L-ribose Basic information
| Product Name: | 2-Deoxy-L-ribose |
| Synonyms: | 2-DEOXY-L-RIBOSE;L-ERYTHRO-PENTOFURANOSE;2-DEOXY-L-RIBOSE 99%;L-erythro-Pentose, 2-deoxy-;(3R,4S)-3,4,5-Trihydroxypentanal;L-threo-2-deoxy-pentose;2-Deoxy-L-ribose,99%;2-Deoxy-L-ribose ,98% |
| CAS: | 18546-37-7 |
| MF: | C5H10O4 |
| MW: | 134.13 |
| EINECS: | 606-054-7 |
| Product Categories: | Carbohydrates;Pharmaceutical Raw Materials;john's |
| Mol File: | 18546-37-7.mol |
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2-Deoxy-L-ribose Chemical Properties
| Melting point | 69-72°C |
| alpha | 57 º (c=0.9 H2O after 24h) |
| Boiling point | 167.23°C (rough estimate) |
| density | 1.0590 (rough estimate) |
| refractive index | 1.4050 (estimate) |
| storage temp. | Inert atmosphere,2-8°C |
| solubility | Methanol (Slightly), Water (Slightly) |
| pka | 13.58±0.20(Predicted) |
| form | Solid |
| color | Light Yellow to Pale Beige |
| Optical Rotation | [α]/D 54.0±2.0°, 24 hr, c = 1 in H2O |
| InChI | InChI=1S/C5H10O4/c6-2-1-4(8)5(9)3-7/h2,4-5,7-9H,1,3H2/t4-,5+/m1/s1 |
| InChIKey | ASJSAQIRZKANQN-UHNVWZDZSA-N |
| SMILES | O=CC[C@H]([C@H](CO)O)O |
| CAS DataBase Reference | 18546-37-7(CAS DataBase Reference) |
Safety Information
| Hazard Codes | Xn,Xi |
| Risk Statements | 20/21/22-36/37/38 |
| Safety Statements | 24/25-37/39-36-26 |
| WGK Germany | WGK 3 |
| HS Code | 29329990 |
| Storage Class | 11 - Combustible Solids |
2-Deoxy-L-ribose Usage And Synthesis
| Chemical Properties | white to light beige crystalline powder |
| Uses | 2-Deoxy-L-ribose is an isomer of 2-Deoxy-D-ribose (D252000) which induces apoptosis by inhibiting the synthesis and increasing the efflux of glutathione. |
| Definition | ChEBI: 2-deoxy-L-arabinose is a deoxypentose. It is functionally related to a L-arabinose. |
| Production Methods | The provides the synthetic process of 2-Deoxy-L-ribose comprising the steps of; (A) protection step in which aldehyde group of 2-deoxy-D-ribose is protected in the form of acetal. 2-deoxy-l-O-alkyl-D-ribopyranoside is prepared by the reaction of 2-deoxy-D-ribose with alcohol in the presence of acid; (B) activation step in which 3 -and 4-OH groups of 2-deoxy-D-ribose are activated. 2-deoxy-l-O-alkyl- 3,4-di-(alkanesulfonyl)-D-ribose or 2-deoxy-1-O-alkyl-3,4-di-(arylsulfonyl)-D-ribose is prepared by reaction of the above 2-deoxy-l-O-alkyl-D-ribose with organic sulfonylhalide for activation of 3- and 4-OH; (C) inversion step in which stereochemistry of 3- and 4-OH groups is changed. Reaction of the above 2-deoxy-l- O-alkyl-3,4-di-(alkanesulfonyl)-D-ribose or 2-deoxy-l-O-alkyl-3,4-di-(arylsulfonyl)- D-ribose with a metal salt of organic acid leads to 2-deoxy-L-ribose derivatives of which stereochemistry of 3- and 4-OH is different from the corresponding 2-deoxy-D- ribose derivatives; (D) deprotection step in which 2-deoxy-L-ribose is prepared by consecutive reactions of the step (C) products with acid and base. |
| Purification Methods | Crystallise 2-deoxy--L-ribose from diethyl ether. It can also be purified by dissolving the ribose (7.3g) in EtOAc (3L) by reflux, decanting from any insoluble mate |
2-Deoxy-L-ribose Preparation Products And Raw materials
| Raw materials | D-erythro-Pent-4-enitol, 1,5-anhydro-4-deoxy--->L-erythro-Pentose, 2-deoxy-4,5-O-(1-methylethylidene)-, cyclic 1,2-ethanediyl acetal (9CI)-->2-Deoxy-L-erythro-pentofuranose-->Sulfuric acid-->2-Deoxy-D-ribose |