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)

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 Information

Hazard Codes 

Xn,Xi

Risk Statements 

20/21/22-36/37/38

Safety Statements 

24/25-37/39-36-26

HS Code 

29329990

MSDS

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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(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