18623-26-2

Basic information

• Product Name: TRIMETHYLSILYL-L-(+)-ARABINOSE
• Synonyms: TRIMETHYLSILYL-L-(+)-ARABINOSE;TMS-Arabinose;2-O,3-O,4-O,5-O-Tetrakis(trimethylsilyl)-L-arabinose
• CAS NO: 18623-26-2
• Molecular Formula: C8H18O5Si
• Molecular Weight: 222.31102
• Mol File: 18623-26-2.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: TRIMETHYLSILYL-L-(+)-ARABINOSE(CAS DataBase Reference)
• NIST Chemistry Reference: TRIMETHYLSILYL-L-(+)-ARABINOSE(18623-26-2)
• EPA Substance Registry System: TRIMETHYLSILYL-L-(+)-ARABINOSE(18623-26-2)

Safety Data

• Hazardous Substances Data: 18623-26-2(Hazardous Substances Data)

Usage

General Description

Trimethylsilyl-L-(+)-arabinose is a chemical compound that consists of a silane group attached to a sugar molecule known as arabinose. It is commonly used in organic synthesis as a protecting group for the hydroxyl group of arabinose, allowing for selective reactions to occur at other functional groups on the sugar molecule. TRIMETHYLSILYL-L-(+)-ARABINOSE is also used in the preparation of nucleoside analogs and other bioactive molecules. Trimethylsilyl-L-(+)-arabinose is a versatile building block in organic chemistry that plays a crucial role in the development of various pharmaceuticals and other important compounds.

Synthetic route

chloro-trimethyl-silane (75-77-4) + (23S)-21R-O-n-butyl-19-oxo-3β,20ξ,21-trihydroxy-21,23-epoxydammar-24-ene 3-O-[α-L-rhamnopyranosyl(1->2)][β-D-xylopyranosyl(1->3)]-α-L-arabinopyranoside → C19H44O5Si3 + C17H42O5Si4 (18623-26-2) + 2,3,4,5-Tetra-O-trimethylsilylxylose (18623-22-8)

Conditions	Yield
Stage #1: (23S)-21R-O-n-butyl-19-oxo-3β,20ξ,21-trihydroxy-21,23-epoxydammar-24-ene 3-O-[α-L-rhamnopyranosyl(1->2)][β-D-xylopyranosyl(1->3)]-α-L-arabinopyranoside With hydrogenchloride; water In methanol at 90℃; for 6h; Stage #2: chloro-trimethyl-silane With pyridine; 1,1,1,3,3,3-hexamethyl-disilazane at 20℃; for 0.25h;

chloro-trimethyl-silane (75-77-4) + (23S)-21S-O-n-butyl-19-oxo-3β,20ξ,21-trihydroxy-21,23-epoxydammar-24-ene 3-O-[α-L-rhamnopyranosyl(1->2)][β-D-xylopyranosyl(1->3)]-α-L-arabinopyranoside → C19H44O5Si3 + C17H42O5Si4 (18623-26-2) + 2,3,4,5-Tetra-O-trimethylsilylxylose (18623-22-8)

Conditions	Yield
Stage #1: (23S)-21S-O-n-butyl-19-oxo-3β,20ξ,21-trihydroxy-21,23-epoxydammar-24-ene 3-O-[α-L-rhamnopyranosyl(1->2)][β-D-xylopyranosyl(1->3)]-α-L-arabinopyranoside With hydrogenchloride; water In methanol at 90℃; for 6h; Stage #2: chloro-trimethyl-silane With pyridine; 1,1,1,3,3,3-hexamethyl-disilazane at 20℃; for 0.25h;

Upstream product

• 75-77-4 chloro-trimethyl-silane 

Relevant articles and documents

Triterpenoid saponins from Gynostemma pentaphyllum

Four new dammarane-type triterpene saponins, 1-4, were isolated from the aerial parts of Gynostemma pentaphyllum (Thunb.) Makino. Their structural elucidations were accomplished mainly on the basis of spectroscopic methods, such as IR, HR-TOF-MS, and NMR. Compounds 1-4 showed moderate cytotoxic activities against cancer cell lines HL-60, Colon205, and Du145 in vitro.