52437-20-4

Basic information

• Product Name: Heptanoic acid, 2-hydroxy-, (2R)-
• CAS NO: 52437-20-4
• Molecular Formula: C7H14O3
• Molecular Weight: 146.186
• Mol File: 52437-20-4.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Heptanoic acid, 2-hydroxy-, (2R)-(CAS DataBase Reference)
• NIST Chemistry Reference: Heptanoic acid, 2-hydroxy-, (2R)-(52437-20-4)
• EPA Substance Registry System: Heptanoic acid, 2-hydroxy-, (2R)-(52437-20-4)

Safety Data

• Hazardous Substances Data: 52437-20-4(Hazardous Substances Data)

Upstream product

• 41711-96-0 2-diethylamino-heptanal 
• 52358-05-1 2-hydroxyheptanoic acid 
• 111-14-8 oenanthic acid 

Downstream Products

• 66-25-1 hexanal 
• 13088-48-7 2-oxoheptanoic acid 
• 124-38-9 carbon dioxide 
• 142-62-1 hexanoic acid 
• 917613-27-5 benzyl (R)‐2‐hydroxyheptanoate 
• 44902-02-5 (2S)-2-aminoheptanoic acid 
• 3658-93-3 1,1-diethoxyhexane 
• 54004-30-7 (E)-methyl hept-3-enoate 
• 56196-51-1 α-Acetoxy-heptansaeure-methylester 
• 917613-38-8 benzyl (R)‐2‐(((6S,9R,12S)‐2,2,5,6,11,12‐hexamethyl‐4,7,10‐trioxo‐9‐pentyl‐3,8‐dioxa‐5,11‐diazatridecan‐13‐oyl)oxy)heptanoate 
• 917613-36-6 N-Boc-N-Me-L-Ala-(R)-Hep(OBn) 
• 7732-18-5 water 
• 144-62-7 oxalic acid 
• 109-52-4 valeric acid 

Relevant articles and documents

Preparative Asymmetric Synthesis of Canonical and Non-canonical α-amino Acids Through Formal Enantioselective Biocatalytic Amination of Carboxylic Acids

Chemical and biocatalytic synthesis of non-canonical α-amino acids (ncAAs) from renewable feedstocks and using mild reaction conditions has not efficiently been solved. Here, we show the development of a three-step, scalable and modular one-pot biocascade for linear conversion of renewable fatty acids (FAs) into enantiopure l-α-amino acids. In module 1, selective α-hydroxylation of FAs is catalyzed by the P450 peroxygenase P450CLA. By using an automated H2O2 supplementation system, efficient conversion (46 to >99%; TTN>3300) of a broad range of FAs (C6:0 to C16:0) into valuable α-hydroxy acids (α-HAs; >90% α-selective) is shown on preparative scale (up to 2.3 g L?1 isolated product). In module 2, a redox-neutral hydrogen borrowing cascade (alcohol dehydrogenase/amino acid dehydrogenase) allowed further conversion of α-HAs into l-α-AAs (20 to 99%). Enantiopure l-α-AAs (e.e. >99%) including the pharma synthon l-homo-phenylalanine can be obtained at product titers of up to 2.5 g L?1. Based on renewables and excellent atom economy, this biocascade is among the shortest and greenest synthetic routes to structurally diverse and industrially relevant ncAAs. (Figure presented.).

Enzymatic Resolution of Chiral 2-Hydroxy Carboxylic Acids by Enantioselective Oxidation with Molecular Oxygen Catalyzed by the Glycolate Oxidase from Spinach (Spinacia oleracea)

The enzymatic oxidation of a variety of saturated and unsaturated aliphatic derivatives of racemic 2-hydroxy acids 1 to their 2-oxo acids 2 with molecular oxygen catalyzed by the glycolate oxidase from spinach (Spinacia oleracea) was shown to proceed highly enantioselectively.Thus, the glycolate oxidase-catalyzed kinetic resolution provides a convenient biocatalytic method for the preparation of enantiomerically pure (R)-2-hydroxy acids.The absolute configuration of the (R)-2-hydroxy acid 1b assigned by comparison of the measured optical rotation value with that of the literature data and by application of the exciton-coupled circular dichroism method (ECCD) on its bichromophoric 2-naphthoate 9-methylanthryl derivative 3b.These results establish the ECCD method as a convenient microscale chirooptic tool for the configurational assignment of 2-hydroxy acids.