168608-39-7

Basic information

• Product Name: (3S,4S,5R)-5-(((tert-butyldiphenylsilyl)oxy)methyl)tetrahydrofuran-2,3,4-triol
• Synonyms: (3S,4S,5R)-5-(((tert-butyldiphenylsilyl)oxy)methyl)tetrahydrofuran-2,3,4-triol
• CAS NO: 168608-39-7
• Molecular Formula: C21H28O5Si
• Molecular Weight: 388.536
• EINECS: -0
• Mol File: 168608-39-7.mol
• Article Data: 16

Chemical Properties

• Boiling Point: 489.5±45.0 °C(Predicted)
• Density: 1.20±0.1 g/cm3(Predicted)
• CAS DataBase Reference: (3S,4S,5R)-5-(((tert-butyldiphenylsilyl)oxy)methyl)tetrahydrofuran-2,3,4-triol(CAS DataBase Reference)
• NIST Chemistry Reference: (3S,4S,5R)-5-(((tert-butyldiphenylsilyl)oxy)methyl)tetrahydrofuran-2,3,4-triol(168608-39-7)
• EPA Substance Registry System: (3S,4S,5R)-5-(((tert-butyldiphenylsilyl)oxy)methyl)tetrahydrofuran-2,3,4-triol(168608-39-7)

Safety Data

• Hazardous Substances Data: 168608-39-7(Hazardous Substances Data)

Usage

General Description

The chemical "(3S,4S,5R)-5-(((tert-butyldiphenylsilyl)oxy)methyl)tetrahydrofuran-2,3,4-triol" is a complex organic compound with a tetrahydrofuran ring structure and multiple hydroxyl groups. It is a derivative of a tetrahydrofuran-2,3,4-triol, with a tert-butyldiphenylsilyl group attached to one of the hydroxyl groups. This chemical is often used as a building block or reagent in organic synthesis for the preparation of other compounds. Its specific stereochemistry and functional groups make it useful in various chemical reactions and as a precursor to more complex molecules.

Upstream product

• 532-20-7 D-arabinofuranose 
• 33729-92-9 tert-butyldiphenylsilane 
• 28697-53-2 D-arabinopyranose 
• 58479-61-1 tert-butylchlorodiphenylsilane 
• 10323-20-3 D-Arabinose 

Downstream Products

• 114738-04-4 (3aS,5R,6R,6aS)-5-(((tert-butyldiphenylsilyl)oxy)methyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol 
• 1220093-28-6 3-deoxy-1,2-O-isopropylidene-β-D-threo-pentofuranose 5-diphenylphosphate 
• 1220093-26-4 5-O-t-butyldiphenylsilyl-3-O-(imidazolylthiocarbonyl)-1,2-O-isopropylidene-β-D-threo-pentofuranose 
• 168969-77-5 [(3aS,5S,6aS)-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]methoxy-tert-butyl-diphenyl-silane 
• 1294500-47-2 methyl 2,4-anhydro-5-azido-5-deoxy-3-O-benzyl-D-ribonate 
• 1294500-45-0 5-azido-3-O-benzyl-1,2-O-isopropylidene-β-D-arabinofuranose 
• 1294500-46-1 5-azido-3-O-benzyl-5-deoxy-D-arabinono-1,4-lactone 
• 40429-53-6 5-O-p-toluenesulfonyl-3-O-benzyl-1,2-O-isopropylidene-β-D-arabinofuranose 
• 19139-80-1 ((3aS,5R,6R,6aS)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methanol 
• 168103-00-2 (((3aS,5R,6R,6aS)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methoxy)(tert-butyl)diphenylsilane 
• 161469-43-8 (S)-3-((tert-butyldiphenylsilyl)oxy)propane-1,2-diol 
• 43138-39-2 1,2-O-isopropylidene-β-D-arabinofuranoside 
• 213313-43-0 methyl 3,5-di-O-benzyl-D-arabinofuranoside 
• 131139-02-1 (3aS,5R,6R,6aS)-6-(benzyloxy)-5-((benzyloxy)methyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxole 

Relevant articles and documents

Elongation of the side chain by linear alkyl groups increases the potency of salacinol, a potent α-glucosidase inhibitor from the Ayurvedic traditional medicine “Salacia,” against human intestinal maltase

Four chain-extended analogs (12a–12d) and two related de-O-sulfonated analogs (13a and 13c) by introducing alkyl groups (a: R = C3H7, b R = C6H13, c: R = C8H17, d: R = C10H2

The Miharamycins and Amipurimycin: their Structural Revision and the Total Synthesis of the Latter

The structural puzzle of amipurimycin, a peptidyl nucleoside antibiotic, is solved by total synthesis and X-ray diffraction analysis, with the originally proposed configurations at C3′ and C8′ inverted and those at C6′, C2′′, and C3′′ corrected. A similar structural revision of the relevant miharamycins is proposed via chemical transformations and then validated by X-ray diffraction analysis. The miharamycins bear an unusual trans-fused dioxabicyclo[4.3.0]nonane sugar scaffold, which was previously assigned as being in the cis configuration.

Structure-activity relationship studies on acremomannolipin A, the potent calcium signal modulator with a novel glycolipid structure 3: Role of the length of alditol side chain

Abstract Five homologs of a novel glycolipid acremomannolipin A (1a), the potential Ca2+ signal modulator isolated from Acremonium strictum, bearing alditols of different length (1g-1k) were synthesized by a stereoselective β-mannosylation of a