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2-Deoxy-L-ribose

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CAS:18546-37-7
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  • 2025-04-04
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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
2-Deoxy-L-ribose Structure
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)
pka13.58±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
InChIInChI=1S/C5H10O4/c6-2-1-4(8)5(9)3-7/h2,4-5,7-9H,1,3H2/t4-,5+/m1/s1
InChIKeyASJSAQIRZKANQN-UHNVWZDZSA-N
SMILESO=CC[C@H]([C@H](CO)O)O
CAS DataBase Reference18546-37-7(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 Class11 - Combustible Solids
MSDS Information
ProviderLanguage
ACROS English
2-Deoxy-L-ribose Usage And Synthesis
Chemical Propertieswhite to light beige crystalline powder
Uses2-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.
DefinitionChEBI: 2-deoxy-L-arabinose is a deoxypentose. It is functionally related to a L-arabinose.
Production MethodsThe 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 MethodsCrystallise 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
Tag:2-Deoxy-L-ribose(18546-37-7) Related Product Information
Ribose D-Ribose .alpha.-Deoxy-D-ribos DNA, SINGLE STRANDED, IMM. ON CELLULOSE, FROM CALF THYMUS* ARABINIC ACID QS 21 4-NITROPHENYL-ALPHA-L-ARABINOFURANOSIDE MUCIC ACID CALCIUM L-ARABONATE 1-ACETYL-2,3,5-TRI-O-BENZOYL-B-L-RIBOFURANOSE ROSARIN Ginsenoside Rc beta-D-Ribofuranose 1,2,3,5-tetraacetate HAMAMELITANNIN 1-CHLORO-3,5-DI-(P-CHLOROBENZOYL)-2-DEOXY-D-RIBOSE,88+%,1-CHLORO-3,5-DI(4-CHLORBENZOYL)-2-DEOXY-D-RIBOSE,1-CHLORO-3,5-DIPARACHLOROBENZOYL-2-DEOXY-D-RIBOSE 1-(ALPHA)-CHLORO-3,5-DI-O-(P-TOLUOYL)-2-DEOXY-D-RIBOSE METHYL 2-DEOXY-D-RIBOSE,1-O-METHYL-2-DEOXY-D-RIBOSE 2-DEOXY-D-RIBOSE ANILINE

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