141846-57-3

Basic information

• Product Name: ALPHA-L-ERYTHRO-PENTOFURANOSYL CHLORIDE-2-DEOXY-BIS(4-METHYL BENZOATE)
• Synonyms: ALPHA-L-ERYTHRO-PENTOFURANOSYL CHLORIDE-2-DEOXY-BIS(4-METHYL BENZOATE);1-Chloro-3,5-di-O-toluoyl-2-deoxy-L-ribofuranose;1-Chloro-2-deoxy-3,5-di-O-toluoyl-L-ribose;2-Deoxy-3,5-di-O-p-toluoyl-α-L-ribofuranosyl Chloride;2-Deoxy-α-L-erythro-pentofuranosyl Chloride 3,5-Bis(4-methylbenzoate);Chloro-3,5-di-O-toluoyl-2-deoxy-α-L-ribofuranose;2-Deoxy-3,5-di-O-p-toluoyl-a-L-ribofuranosyl Chloride;2-Deoxy-a-L-erythro-pentofuranosyl Chloride 3,5-Bis(4-methylbenzoate)
• CAS NO: 141846-57-3
• Molecular Formula: C₂₁H₂₁ClO₅
• Molecular Weight: 388.845
• Product Categories: 13C & 2H Sugars;Carbohydrates & Derivatives
• Mol File: 141846-57-3.mol
• Article Data: 18

Chemical Properties

• Melting Point: 117-119°C
• Boiling Point: 518.414 °C at 760 mmHg
• Flash Point: 185.58 °C
• Appearance: White Solid
• Density: 1.283 g/cm³
• Refractive Index: 1.583
• Storage Temp.: -20°C Freezer
• Solubility: Chloroform (Slightly), Dichloromethane (Slightly)
• Stability: Moisture Sensitive, Unstable in Solution
• CAS DataBase Reference: ALPHA-L-ERYTHRO-PENTOFURANOSYL CHLORIDE-2-DEOXY-BIS(4-METHYL BENZOATE)(CAS DataBase Reference)
• NIST Chemistry Reference: ALPHA-L-ERYTHRO-PENTOFURANOSYL CHLORIDE-2-DEOXY-BIS(4-METHYL BENZOATE)(141846-57-3)
• EPA Substance Registry System: ALPHA-L-ERYTHRO-PENTOFURANOSYL CHLORIDE-2-DEOXY-BIS(4-METHYL BENZOATE)(141846-57-3)

Safety Data

• Hazardous Substances Data: 141846-57-3(Hazardous Substances Data)

Usage

Chemical Properties

White Solid

Uses

2-Deoxy-3,5-di-O-p-toluoyl-α-L-ribofuranosyl Chloride (cas# 141846-57-3) is a compound useful in organic synthesis.

InChI:InChI=1/C21H21ClO5/c1-13-3-7-15(8-4-13)20(23)25-12-18-17(11-19(22)26-18)27-21(24)16-9-5-14(2)6-10-16/h3-10,17-19H,11-12H2,1-2H3/t17?,18-,19+/m0/s1

Upstream product

• 4330-34-1 methyl 3,5-di-O-toluoyl-2-deoxy-D-ribofuranose 
• 452-51-7 D-2-deoxyribose 
• 51255-17-5 1-O-methyl-2-deoxy-D-ribofuranoside 
• 874-60-2 4-methyl-benzoyl chloride 
• 446251-73-6 (2S,3R)-2-(hydroxymethyl)-5-methoxytetrahydrofuran-3-ol 
• 364042-57-9 4-cyano-4-deoxy-1,2-O-isopropylidene-D-erythritol 
• 22837-36-1 methyl-2-deoxy-3,5-di-O-p-toluoyl-α-L-erythropentofuranoside 
• 210702-79-7 β ethyl 2-deoxy-L-ribofuranoside 
• 210702-78-6 α ethyl 2-deoxy-L-ribofuranoside 
• 817621-54-8 C₂₃H₂₆O₆ 
• 817621-14-0 C₂₉H₂₈O₇ 
• 13039-64-0 (2S,3R,4R)-2-(hydroxymethyl)-5-methoxytetrahydrofuran-3,4-diol 
• 532-20-7 L-arabinose 
• 250662-33-0 C₂₉H₂₇O₇SC₆H₅ 

Downstream Products

• 4330-24-9 (furan-2-yl)methyl 4-methylbenzoate 
• 79378-88-4 4-Amino-8-<2-desoxy-3,5-bis-O-(4-methylbenzoyl)-β-D-rinofuranosyl>-7(8H)-pteridinon 
• 79378-90-8 4-<2-Desoxy-3,5-bis-O-(4-methylbenzoyl)-α-D-ribofuranosylamino>-7(8H)-pteridinon 
• 79395-76-9 4-Amino-8-<2-desoxy-3,5-bis-O-(4-methylbenzoyl)-α-D-ribofuranosyl>-2-phenyl-7(8H)-pteridinon 
• 79063-65-3 C₂₉H₂₆N₂O₇ 
• 79063-63-1 C₂₉H₂₆N₂O₇ 
• 83107-59-9 5-(2,2-dichloro-1-fluorovinyl)2'-deoxy-3',5'-di-O-p-toluoyluridine 
• 83107-60-2 5-(2,2-dichloro-1-fluorovinyl)-1-(2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl)uracil 
• 104715-72-2 C₃₆H₃₆ClN₅O₅ 
• 104715-71-1 2-(p-n-butylanilino)-6-chloro-9-(2-deoxy-3,5-di-p-toluoyl-β-D-ribofuranosyl)purine 
• 87781-96-2 N2-(p-n-Butylphenyl)-9-(2-deoxy-β-D-ribofuranosyl)guanine 
• 87781-95-1 2-(4-Butyl-phenylamino)-7-((2S,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-1,7-dihydro-purin-6-one 
• 87781-94-0 2-(4-Butyl-phenylamino)-7-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-1,7-dihydro-purin-6-one 
• 109737-96-4 6-amino-4-chloro-2-(2'-deoxy-3',5'-di-O-(p-toluoyl)-β-D-erythro-pentofuranosyl)-2H-pyrazolo<3,4-d>pyrimidine 

Relevant articles and documents

Convenient preparation of 2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride

By using acetyl chloride as HCl generator, the procedure for the Hoffer preparation of the α-chloro sugar 4a was significantly improved. The α-configuration of the chloro atom was confirmed by using NOE measurement. Sequential transformation of 4a to the β-anomer and to the furfuryl derivative 6 was studied.

Benzimidazole derivative BI292 as well as preparation method and application thereof

The invention discloses a benzimidazole derivative BI292 and a preparation method thereof, and the benzimidazole derivative BI292 is chemically named as 1-[(2R, 4S, 5R)-4-hydroxy-5-(hydroxymethyl) tetrahydrofuran-2-yl]-1H-benzo [d] imidazole-4-carboxylic acid methyl ester. The benzimidazole derivative and the pharmaceutically acceptable salt, the solvate and the hydrate of the benzimidazole derivative have excellent in-vivo and in-vitro anti-tumor activity on MCF-7, SK-BR-3, HCT 116, U-118 MG, U-87 MG and MDA-MB-468, and have a relatively good application prospect in preparation of anti-tumor drugs.

Development of a novel synthetic process for 2-deoxy-3,5-di-O-p-toluoyl- α-L-ribofuranosyl chloride: A versatile intermediate in the synthesis of 2′-deoxy-L-ribonucleosides

A novel synthetic route to 2-deoxy-3,5-di-O-p-toluoyl-α-L- ribofuranosyl chloride (1) from inexpensive D-xylose (3) is described. 1 is a key intermediate in the synthesis of the antiviral agent 1-(2-deoxy-β-L- ribofuranosyl)thymine (β-L-thymidine) (2) and