1941-50-0

Basic information

• Product Name: D-ARABINOSE DIETHYLDITHIOACETAL
• Synonyms: RIBOSE DITHIOETHYL ACETAL;D-ARABINOSE DIETHYLDITHIOACETAL;1,1-Bis(ethylthio)-1-deoxy-D-arabinitol;D-Arabinose-diethylmercaptal;NSC 19774
• CAS NO: 1941-50-0
• Molecular Formula: C₉H₂₀O₄S₂
• Molecular Weight: 256.38
• Mol File: 1941-50-0.mol
• Article Data: 13

Chemical Properties

• Melting Point: 125-126 °C
• Boiling Point: 496.1°Cat760mmHg
• Flash Point: 240.5°C
• Appearance: /
• Density: 1.304g/cm³
• PKA: 13.10±0.20(Predicted)
• CAS DataBase Reference: D-ARABINOSE DIETHYLDITHIOACETAL(CAS DataBase Reference)
• NIST Chemistry Reference: D-ARABINOSE DIETHYLDITHIOACETAL(1941-50-0)
• EPA Substance Registry System: D-ARABINOSE DIETHYLDITHIOACETAL(1941-50-0)

Safety Data

• Hazardous Substances Data: 1941-50-0(Hazardous Substances Data)

Usage

General Description

D-Arabinose diethyldithioacetal is a chemical compound that is commonly used as a reagent in organic synthesis. It is a derivative of D-arabinose, a naturally occurring sugar, and is often employed in the preparation of various carbohydrate derivatives and pharmaceutical compounds. D-arabinose diethyldithioacetal is known for its ability to selectively protect the hydroxyl groups in carbohydrates, making it a valuable tool in the synthesis of complex molecules. It can also be used as a building block for the synthesis of other important compounds, such as nucleosides and nucleotides. D-ARABINOSE DIETHYLDITHIOACETAL is widely used in organic chemistry research and pharmaceutical development due to its versatile reactivity and functional group compatibility.

InChI:InChI=1/C9H20O4S2/c1-3-14-9(15-4-2)8(13)7(12)6(11)5-10/h6-13H,3-5H2,1-2H3

Upstream product

• 10323-20-3 D-Arabinose 
• 75-08-1 ethanethiol 
• 28697-53-2 D-arabinopyranose 
• 15397-09-8 D-glycero-D-talo-heptonic acid 4-lactone 

Downstream Products

• 13942-77-3 1-deoxy-D-arabinitol 
• 5329-46-4 O²,O³,O⁴-triacetyl-O⁵-trityl-D-arabinose-diethyldithioacetal 
• 5329-45-3 2,3,4,5-tetra-O-acetyl-D-arabinose diethyl dithioacetal 
• 91414-41-4 5-O-triphenylmethyl-D-arabinose diethyl dithioacetal 
• 25129-51-5 methyl β-D-arabinofuranoside 
• 56607-40-0 methyl D-arabinofuranoside 
• 109428-97-9 (R),(R)-2,4:3,5-di-O-benzylidene-D-arabinose diethyl dithioacetal 
• 106450-92-4 R-3,5-O-benzylidene-D-arabinose diethyl dithioacetal 
• 13039-93-5 2,2:4,5-di-O-isopropylidene-D-arabinose 
• 178455-69-1 2,3-(S):4,5-(R)-di-O-benzylidene-D-arabinose diethyl dithioacetal 
• 178455-63-5 2,3-(R):4,5-(R)-di-O-benzylidene-D-arabinose diethyl dithioacetal 
• 106450-81-1 2,3-di-O-acetyl-4,5-O-(R)-benzylidene-D-arabinose diethyl dithioacetal 
• 106450-80-0 2,3-di-O-acetyl-4,5-O-(S)-benzylidene-D-arabinose diethyl dithioacetal 
• 64520-63-4 2,3,4,5-tetra-O-benzyl diethyl dithioacetal D-arabinose 

Relevant articles and documents

An improved synthesis of methyl 2,3-anhydro-α-D-lyxofuranoside

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Regioselective Synthesis of Difluorinated C-Furanosides Involving a Debenzylative Cycloetherification

A highly regioselective synthesis of valuable gem-difluorinated C-furanosides from unprotected aldoses via a debenzylative cycloetherification (DBCE) reaction induced by diethylaminosulfur trifluoride is descibed. The scope and limitations of this DBCE reaction are described using a series of commercially available pentoses and hexoses to afford, without selective protection/deprotection sequences, the corresponding gem-difluorinated C-furanosides in moderate to good yields.

NEW ANTIBACTERIAL COMPOUNDS AND BIOLOGICAL APPLICATIONS THEREOF

The invention relates to compounds of formulae (Ia), (Ib) or (Ic) wherein, - A1 and A2, identical or different, are H, (C1-C6) alkyl, (C1-C6) fluoroalkyl, (C2-C6) alkenyl, (C2-C6) alkynyl, (C1-C6) alkyl-ORa, (C1-C6) alkyl-SRa, (C1-C6) alkyl-NRaRb, ORa, SRa, NRaRb, or CORa; - A3 is H, OH or form a carbonyl with A4; - A4 is H, OH or form a carbonyl with A3; - A5 is H, CRaRbOH, F, OH or forms a double bond with X in the case where X is CH; - A6 is H or F; - X is CH2, CHF, CF2, CHOH, O, S, NRa or a simple bond, or X is CH in the case where A5 forms with X a double bond; - Y is P(O) (ORa) (ORb) or P (O) (ORa) (NRaRb); - V is O or S; - A7 is H, (C1-C6) alkyl, (C1-C6) fluoroalkyl, (C2-C6) alkenyl, (C2-C6) alkynyl or (C1-C6) alkyl-ORa; - A8 is OH or H, - Ra and Rb, identical or different, are H, (C1-C6) alkyl, (C1-C6) fluoroalkyl, (C1-C6) alkyl-OH or (C1-C6) alkyl-O- (C1- C6) alkyl; and their addition salts thereof with acids and bases, their preparation and their use in the antibacterial prevention and therapy, used alone or in association with antibacterials, antivirulence agents or drugs reinforcing the host innate immunity.

Studies on enolization of aldehydo-aldose derivatives

Acetylation of the 2,3-O-isopropylidene derivative (1) of d-glyceraldehyde with hot acetic anhydride in the presence of sodium acetate give a mixture of (Z)- and (E)-enol acetates (2 and 3), together with the acetylated racemic aldehydrol (4) of 1. Likewise, the acyclic aldehydo 2,3:4,5-diisopropylidene acetals of d- and l-arabinose, d-xylose, and d-ribose underwent conversion into enol acetates, with the (Z) isomers preponderating, and convertible photochemically into the corresponding (E) isomers. Under other conditions of acetylation, the aldehydo derivatives were converted into the corresponding aldehydrol diacetates.