116761-24-1

Basic information

• Product Name: (R)-3-(benzyloxy)butanoic acid methyl ester
• Synonyms: (R)-3-(benzyloxy)butanoic acid methyl ester
• CAS NO: 116761-24-1
• Molecular Weight: 208.257
• Mol File: 116761-24-1.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: (R)-3-(benzyloxy)butanoic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-3-(benzyloxy)butanoic acid methyl ester(116761-24-1)
• EPA Substance Registry System: (R)-3-(benzyloxy)butanoic acid methyl ester(116761-24-1)

Safety Data

• Hazardous Substances Data: 116761-24-1(Hazardous Substances Data)

Usage

General Description

"(R)-3-(benzyloxy)butanoic acid methyl ester" is a chemical compound that belongs to the class of esters, which are organic compounds derived from carboxylic acids. This specific compound is a methyl ester of (R)-3-(benzyloxy)butanoic acid, meaning it is the result of a reaction between the carboxylic acid and methanol. The presence of the benzyl group and the butanoic acid structure give the compound its unique properties and potential applications. It may be used in various chemical reactions, pharmaceutical synthesis, or as a building block in the synthesis of other complex organic molecules. Overall, "(R)-3-(benzyloxy)butanoic acid methyl ester" is a versatile chemical with potential uses in both research and industrial applications.

Upstream product

• 3976-69-0 Methyl (R)-3-hydroxybutyrate 
• 100-39-0 benzyl bromide 
• 186581-53-3 diazomethane 
• 116838-41-6 (R)-3-(benzyloxy)-butanoic acid 
• 81927-55-1 O-benzyl 2,2,2-trichloroacetimidate 

Downstream Products

• 86040-07-5 (R)-3-benzyloxybutanal 
• 116761-26-3 (3R)-3-(<(3'R)-3'-(benzyloxy)butanoyl>oxy)butanoate 
• 181265-90-7 (2S,3S,5R)-5-Benzyloxy-1-[(4-methoxy-phenyl)-diphenyl-methoxy]-3-methyl-hexan-2-ol 
• 181266-01-3 (2S,3S,5R)-2,5-Bis-benzyloxy-3-methyl-hexanal 
• 181265-95-2 (2S,3S,5R)-2,5-Bis-benzyloxy-3-methyl-hexan-1-ol 
• 181265-66-7 methyl (2E,5R)-3-(benzyloxy)hex-2-enoate 
• 181265-85-0 (2S,3S,5R)-5-Benzyloxy-3-methyl-hexane-1,2-diol 
• 181489-26-9 [(2R,3R)-3-((R)-2-Benzyloxy-propyl)-oxiranyl]-methanol 
• 181267-20-9 (2R,4S,5S,6R,9S,10S,11S)-2,5,10-Tris-benzyloxy-11-((2R,3S,4S)-3,4-bis-benzyloxy-tetrahydro-pyran-2-yl)-4,9-dimethyl-dodecan-6-ol 
• 181267-15-2 (2R,4S,5S,9S,10S,11S)-2,5,10-Tris-benzyloxy-11-((2R,3S,4S)-3,4-bis-benzyloxy-tetrahydro-pyran-2-yl)-4,9-dimethyl-dodecan-6-one 
• 181267-10-7 (E)-(2R,4S,5S,9S,10S,11S)-2,5,10-Tris-benzyloxy-11-((2R,3S,4S)-3,4-bis-benzyloxy-tetrahydro-pyran-2-yl)-4,9-dimethyl-dodec-7-en-6-one 
• 171087-09-5 (2E,5R)-5-benzyloxy-2-hexen-1-ol 
• 220114-11-4 (R,R,R,R,R,R,R,S)-α-benzyl-ω-(tert-butoxy)octakis 

Relevant articles and documents

Total Synthesis of Pseudomonas aeruginosa 1244 Pilin Glycan via de Novo Synthesis of Pseudaminic Acid

Pseudaminic acid (Pse) is a nonulosonic acid unique to bacterial species, found as a component of important cell surface glycans and glycoproteins in various pathogenic species, such as the critical hospital threat Pseudomonas aeruginosa. Herein we present the development of a facile and scalable de novo synthesis of Pse and its functionalized derivatives from easily available Cbz-l-allo-threonine methyl ester (16 steps in 11% yield). The key reactions in our de novo synthesis involve the diastereoselective glycine thioester isonitrile-based aldol-type reaction to create the 1,3-anti-diamino skeleton, followed by the Fukuyama reduction and the indium-mediated Barbier-type allylation. Moreover, we have studied the glycosylation of the Pse glycosyl donors and identified the structural determinants for its glycosylation diastereoselectivity, which enabled us to complete the total synthesis of P. aeruginosa 1244 pilin trisaccharide α-5NβOHC47NFmPse-(2→4)-β-Xyl-(1→3)-FucNAc.

Sensing remote chirality: Stereochemical determination of β-, γ-, and δ-chiral carboxylic acids

Determining the absolute stereochemisty of small molecules bearing remote nonfunctionalizable stereocenters is a challenging task. Presented is a solution in which appropriately substituted bis(porphyrin) tweezers are used. Complexation of a suitably derivatized β-, γ-, or δ-chiral carboxylic acid to the tweezer induces a predictable helicity of the bis(porphyrin), which is detected as a bisignate Cotton Effect (ECCD). The sign of the ECCD curve is correlated with the absolute stereochemistry of the substrate based on the derived working mnemonics in a predictable manner.

Mechanistic studies of highly regioselective decarboxylative-prenyl migration reactions of prenyloxycarbonyl-diketo-dioxinones

Mechanistic studies of tandem regioselective decarboxylation, prenyl transfer, and aromatization reactions of prenyl dioxinone diketo-carboxylates to provide 3-prenyl-resorcylate derivatives are described. Studies of the effects of concentration and the b