112114-70-2

Basic information

• Product Name: 2-Butanol, 4-(triphenylmethoxy)-, (S)-
• CAS NO: 112114-70-2
• Molecular Formula: C23H24O2
• Molecular Weight: 332.442
• Mol File: 112114-70-2.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 2-Butanol, 4-(triphenylmethoxy)-, (S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Butanol, 4-(triphenylmethoxy)-, (S)-(112114-70-2)
• EPA Substance Registry System: 2-Butanol, 4-(triphenylmethoxy)-, (S)-(112114-70-2)

Safety Data

• Hazardous Substances Data: 112114-70-2(Hazardous Substances Data)

Upstream product

• 108-22-5 Isopropenyl acetate 
• 7386-50-7 4-((triphenylmethyl)oxy)butan-2-ol 
• 24621-61-2 1,3-butanediol 
• 76-83-5 trityl chloride 

Downstream Products

• 112245-48-4 (4R,5R)-2-<(1'S)-1'-methyl-3'-(trityloxy)propoxy>-4,5-dimethyl-1,3,2-dioxaphospholane 2-oxide 
• 112114-71-3 (4R,5R)-2-<(1'R)-1'-methyl-3'-(trityloxy)propoxy>-4,5-dimethyl-1,3,2-dioxaphospholane 2-oxide 
• 795300-65-1 2-((R)-1-Methyl-3-trityloxy-propoxy)-isoindole-1,3-dione 

Relevant articles and documents

Regio- and Enantioselective Sequential Dehalogenation of rac-1,3-Dibromobutane by Haloalkane Dehalogenase LinB

The hydrolytic dehalogenation of rac-1,3-dibromobutane catalyzed by the haloalkane dehalogenase LinB from Sphingobium japonicum UT26 proceeds in a sequential fashion: initial formation of intermediate haloalcohols followed by a second hydrolytic step to produce the final diol. Detailed investigation of the course of the reaction revealed favored nucleophilic displacement of the sec-halogen in the first hydrolytic event with pronounced R enantioselectivity. The second hydrolysis step proceeded with a regioselectivity switch at the primary position, with preference for the S enantiomer. Because of complex competition between all eight possible reactions, intermediate haloalcohols formed with moderate to good ee ((S)-4-bromobutan-2-ol: up to 87 %). Similarly, (S)-butane-1,3-diol was formed at a maximum ee of 35 % before full hydrolysis furnished the racemic diol product.

Synthesis of chiral β3-aminoxy peptides

A series of chiral β3-aminoxy acids or amides with various side chains have been synthesized via two different approaches. One is the Arndt-Eistert homologation approach, using chiral α-aminoxy acids as starting materials. The other approach, utilizing the enantioselective reduction of β-keto esters catalyzed by baker's yeast or chiral Ru(II) complexes, produces chiral β3-aminoxy acids with nonproteinaceous side chains. The oligomers of β3-aminoxy acids can be readily prepared using EDCI/HOAt as the coupling reagent.