95622-16-5

Basic information

• Product Name: 5-O-trityl-D-ribitol
• Synonyms: 5-O-trityl-D-ribitol
• CAS NO: 95622-16-5
• Molecular Weight: 394.467
• Mol File: 95622-16-5.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 5-O-trityl-D-ribitol(CAS DataBase Reference)
• NIST Chemistry Reference: 5-O-trityl-D-ribitol(95622-16-5)
• EPA Substance Registry System: 5-O-trityl-D-ribitol(95622-16-5)

Safety Data

• Hazardous Substances Data: 95622-16-5(Hazardous Substances Data)

Upstream product

• 488-81-3 Adonitol 
• 76-83-5 trityl chloride 
• 192133-09-8 Acetic acid (1R,2R,3S)-2,3,4-triacetoxy-1-trityloxymethyl-butyl ester 
• 84911-43-3 (3R,4S,5R)-3,4-dihydroxy-5-(trityloxymethyl)-dihydrofuran-2(3H)-one 
• 55726-00-6 (3R,4S,5R)-5-((trityloxy)methyl)tetrahydrofuran-2,3,4-triol 
• 532-20-7 D-Ribose 
• 50-69-1 D-ribose 

Downstream Products

• 192133-09-8 Acetic acid (1R,2R,3S)-2,3,4-triacetoxy-1-trityloxymethyl-butyl ester 
• 84911-43-3 (3R,4S,5R)-3,4-dihydroxy-5-(trityloxymethyl)-dihydrofuran-2(3H)-one 
• 104826-48-4 p-nitrophenyl 2-O-benzyl-5-O-triphenylmethyl-β-D-ribofuranoside 3-(2-chlorophenyl 1,2,3,4-tetra-O-benzyl-D-ribit-5-yl phosphate) 
• 104826-47-3 1,2,3,4-tetra-O-benzyl-D-ribitol 5-(2,2,2-trichloroethyl 2-chlorophenyl phosphate) 
• 104826-49-5 p-aminophenyl β-D-ribofuranoside 3-(D-ribit-5-yl phosphate) 
• 104972-91-0 1,2,3,4-Tetra-O-benzyl-D-ribitol 
• 192133-14-5 C₃₂H₂₆O₇Se 
• 192133-16-7 tribenzoyl 2-deoxy-L-ribopyranoside 
• 3080-30-6 1-O-acetyl-2,3,5-tri-O-benzoyl-β-L-ribofuranose 
• 171866-28-7 1-O-methyl-2,3,5-tri-O-benzoyl-L-ribofuranose 

Relevant articles and documents

Yarrowia lipolytica dehydrogenase/reductase: An enzyme tolerant for lipophilic compounds and carbohydrate substrates

Yarrowia lipolytica short chain dehydrogenase/reductase (YlSDR) was expressed in Escherichia coli, purified and characterized in vitro. The substrate scope for YlSDR mediated oxidation was investigated with alcohols and unprotected carbohydrates spectrophotometrically, revealing a preference for secondary compared to primary alcohols. In reduction direction, YlSDR was highly active on ribulose and fructose, suggesting that the enzyme is a mannitol-2-dehydrogenase. In order to explore substrate tolerance especially for space-demanding, lipophilic protecting groups, 5-O-trityl-d-ribitol and 5-O-trityl-α,β-d-ribose were investigated as substrates: YlSDR oxidized 5-O-trityl-d-ribitol and 5-O-trityl-α,β-d-ribose and reduced the latter at the expense of NADP(H).

Efficient syntheses of L-ribose and 2-deoxy L-ribose from D-ribose and L-arabinose

Interconversion of the ends of D-ribose 2 afforded in 6 steps and 45% overall yield L-ribose 1, from which 2-deoxy L-ribose 12 was easily prepared. In addition, the inexpensive L-arabinose 13 was also converted into 2-deoxy L-ribose 12 via a reductive radical rearrangement of the arabinopyranosyl bromide 14.