53538-53-7

Basic information

• Product Name: Pentanoic acid, 3-hydroxy-, (R)-
• CAS NO: 53538-53-7
• Molecular Formula: C5H10O3
• Molecular Weight: 118.133
• Mol File: 53538-53-7.mol
• Article Data: 13

Chemical Properties

• CAS DataBase Reference: Pentanoic acid, 3-hydroxy-, (R)-(CAS DataBase Reference)
• NIST Chemistry Reference: Pentanoic acid, 3-hydroxy-, (R)-(53538-53-7)
• EPA Substance Registry System: Pentanoic acid, 3-hydroxy-, (R)-(53538-53-7)

Safety Data

• Hazardous Substances Data: 53538-53-7(Hazardous Substances Data)

Upstream product

• 54074-85-0 ethyl-3-hydroxypentanoate 
• 141-82-2 malonic acid 
• 123-38-6 propionaldehyde 
• 94953-76-1 lithium α-lithioacetate 
• 4949-44-4 ethyl propanoylacetate 
• 54074-85-0 ethyl (3R)-hydroxyvalerate 
• 10191-25-0 3-oxo-valeric acid 
• 42558-50-9 methyl (3R)-3-hydroxypentanoate 
• 201555-10-4 C₉H₁₇NO₃S 
• 64074-05-1 2,2-dimethyl-5-propanoyl-1,3-dioxan-4,6-dione 
• 437614-61-4 3-oxopentanoyl-N-acetylcysteamine thioester 
• 79199-73-8 3-acetoxy-pentanedioic acid monomethyl ester 
• 26432-16-6 (3R)-acetoxy-pentanedioic acid monomethyl ester 
• 119301-96-1 D-3-acetoxy-valeric acid methyl ester 

Downstream Products

• 129619-37-0 (R,R)-octane-3,6-diol 
• 124-38-9 carbon dioxide 
• 7732-18-5 water 
• 802294-64-0 propionic acid 
• 178246-89-4 (R)-3-Hydroxy-pentanoic acid (R)-2-benzyloxycarbonyl-1-methyl-ethyl ester 
• 178246-90-7 (R)-3-Hydroxy-pentanoic acid (R)-1-benzyloxycarbonylmethyl-propyl ester 
• 179422-30-1 (R)-3-(tert-Butyl-dimethyl-silanyloxy)-pentanoic acid (R)-2-benzyloxycarbonyl-1-methyl-ethyl ester 
• 178246-88-3 (R)-3-(tert-Butyl-dimethyl-silanyloxy)-pentanoic acid (R)-1-benzyloxycarbonylmethyl-propyl ester 
• 178246-91-8 (R)-3-((R)-3-Benzyloxy-butyryloxy)-pentanoic acid (R)-2-benzyloxycarbonyl-1-methyl-ethyl ester 
• 178246-92-9 (R)-3-((R)-3-Benzyloxy-butyryloxy)-pentanoic acid (R)-1-benzyloxycarbonylmethyl-propyl ester 
• 918294-83-4 (3R)-N-[(1S,2R)-3-[(6-benzothiazolylsulfonyl)(2-methylpropyl)amino]-2-hydroxy-1-(phenylmethyl)propyl]-3-hydroxy-pentanamide 
• 918294-82-3 (3R)-3-hydroxy-N-[(1S,2R)-2-hydroxy-3-[[(4-methoxyphenyl)sulfonyl](2-methylpropyl)amino]-1-(phenylmethyl)propyl]-pentamide 
• 918294-93-6 (3R)-N-[(1S,2R)-3-[(6-benzothiazolylsulfonyl)pentylamino]-2-hydroxy-1-(phenylmethyl)propyl]-3-hydroxy-pentanamide 
• 918294-92-5 (3R)-3-hydroxy-N-[(1S,2R)-2-hydroxy-3-[[(4-methoxyphenyl)sulfonyl]pentylamino]-1-(phenylmethyl)propyl]-pentanamide 

Relevant articles and documents

General chemoenzymatic route to two-stereocenter triketides employing assembly line ketoreductases

Modular polyketide synthases (PKSs) are enzymatic assembly lines that fuse carbon fragments into complex chiral products. Here, their synthetic logic is employed to chemoenzymatically generate two-stereocenter triketides. Each of the four stereoisomers was constructed in a stereocontrolled manner using C-acylation and two PKS ketoreductases possessing opposite stereoselectivities.

A study of the reaction of n-BuLi with Ti(Oi-Pr)4 as a method to generate titanacyclopropane and titanacyclopropene species

The use of the combination of reagents Ti(Oi-Pr)4/n-BuLi, introduced by the group of J.J. Eisch in 2001, has only found a few applications so far, with sometimes conflicting observations. This article describes a study aimed at clarifying the nature, the stability and the reactivity of the active organometallic species involved. Reactions with CO2 and other trapping reagents reveal that it is generated within a few minutes at 0 C in THF, where it can be considered to be stable for 30 min. Most of our results are consistent with the expected titanacyclopropane nature of this reagent but some observations suggest that the chemistry at play may be more complicated.

Preparation and structure of oligolides from (R)-3-hydroxypentanoic acid and comparison with the hydroxybutanoic-acid derivatives: A small change with large consequences

Cyclic oligomers of (R)-3-hydroxyvaleric acid (3-HV) are prepared from the monomer by three different methods, giving various ratios of the oligomers. The macrocycles containing three to twelve 3-HV units (12- to 48-membered rings) are isolated in pure form by chromatography. The triolide 3 can be separated by distillation and isolated on large scale. Biopol, the copolymer of (R)-3-hydroxybutanoic acid (3-HB) and (R)-3-hydroxyvaleric acid (3-HV), is degraded to mixtures of Me- and Et-substituted triolides ('mixolides') with high crystallization tendency. The X-ray crystal structures of the tetrolide 4, pentolide 5, hexolide 6, heptolide 7, and of two 'mixolides' (with inclusions of solvent) have been determined and are compared with those of the corresponding 3-HB derivatives reported previously. From the structural data, a 31 and a 21 helix of 3-HV can be modelled, and the latter one compared with helix structures of P(3-HB) and P(3-HV) derived from stretch-fibre X-ray scattering. Crystals of a water-containing NaSCN complex of the triethyl triolide 3 were obtained in good quality for X-ray analysis. The structure contains an interesting array of C=O and H2O O-atoms around the Na+ ions along a channel-type tube (a-axis of the crystal) which may be relevant to the role of P(3-HB) and P(3-HV) as components of cellular ion channels.