| Identification | More | [Name]
2-Deoxy-L-ribose | [CAS]
18546-37-7 | [Synonyms]
2-DEOXY-L-ERYTHRO-PENTOFURANOSE
2-DEOXY-L-RIBOSE
L-ERYTHRO-PENTOFURANOSE
2-DEOXY-L-RIBOSE 99%
L-erythro-Pentose, 2-deoxy- | [EINECS(EC#)]
606-054-7 | [Molecular Formula]
C5H10O4 | [MDL Number]
MFCD00132941 | [Molecular Weight]
134.13 | [MOL File]
18546-37-7.mol |
| Chemical Properties | Back Directory | [Appearance]
white to light beige crystalline powder | [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. ]
2-8°C | [solubility ]
Methanol (Slightly), Water (Slightly) | [form ]
Solid | [pka]
13.58±0.20(Predicted) | [color ]
Light Yellow to Pale Beige | [optical activity]
[α]/D 54.0±2.0°, 24 hr, c = 1 in H2O | [CAS DataBase Reference]
18546-37-7(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,Xi | [Risk Statements ]
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S24/25:Avoid contact with skin and eyes .
S37/39:Wear suitable gloves and eye/face protection .
S36:Wear suitable protective clothing .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [HS Code ]
29329990 |
| Hazard Information | Back Directory | [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 |
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