32520-12-0

Basic information

• Product Name: O-Benzyl-DL-Serine
• Synonyms: O-benzylserine; O-Benzyl-DL-serine; (+/-)-2-Amino-3-(benzyloxy)propionic acid; H-DL-Ser(Bzl)-OH
• CAS NO: 32520-12-0
• Molecular Formula: C10H13NO3
• Molecular Weight: 195.21512
• EINECS: 226-650-7
• Mol File: 32520-12-0.mol
• Article Data: 16

Chemical Properties

• Boiling Point: 359.1°C at 760 mmHg
• Flash Point: 170.9°C
• Appearance: /
• Density: 1.217g/cm³
• Vapor Pressure: 8.83E-06mmHg at 25°C
• Refractive Index: 1.56
• CAS DataBase Reference: O-Benzyl-DL-Serine(CAS DataBase Reference)
• NIST Chemistry Reference: O-Benzyl-DL-Serine(32520-12-0)
• EPA Substance Registry System: O-Benzyl-DL-Serine(32520-12-0)

Safety Data

• Hazardous Substances Data: 32520-12-0(Hazardous Substances Data)

Usage

General Description

O-Benzyl-DL-Serine, also known as serine benzyl ester, is a chemical compound with the molecular formula C11H13NO3. It is an amino acid derivative with a benzyl group attached to the alpha carbon. O-Benzyl-DL-Serine is a white crystalline solid that is slightly soluble in water. O-Benzyl-DL-Serine has potential applications in the pharmaceutical and chemical industries, where it can be used as a building block for the synthesis of various organic compounds. It is also used as a chiral auxiliary in asymmetric synthesis and as a precursor for the preparation of other amino acid derivatives. Additionally, O-Benzyl-DL-Serine has been studied for its potential biological and pharmacological properties, such as its role in drug delivery and as a building block for the development of new pharmaceutical agents.

InChI:InChI=1/C10H13NO3/c11-9(10(12)13)7-14-6-8-4-2-1-3-5-8/h1-5,9H,6-7,11H2,(H,12,13)

Upstream product

• 119254-72-7 2-Azido-3-benzyloxy-propionic acid-benzyl ester 
• 20806-43-3 Z-Ser(Bzl)-OH 
• 5445-44-3 O-benzylserine 
• 47173-80-8 N-Boc-D-serine(Bzl)-OH 
• 100-39-0 benzyl bromide 
• 20409-07-8 N-Formyl-O-benzyl-DL-serin 
• 84907-79-9 (3R,6S)-3-Benzyloxymethyl-2,5-dimethoxy-6-isopropyl-3,6-dihydropyrazine 
• 84907-81-3 (2R)-3-benzyloxy-2-aminopropanoic acid methyl ester 
• 3587-60-8 Benzyloxymethyl chloride 
• 1233494-98-8 (R)-O-Benzylserine hydrochloride 
• 23680-31-1 BOC-O-benzyl-L-serine 
• 81927-55-1 O-benzyl 2,2,2-trichloroacetimidate 
• 35436-77-2 N-acetyl-O-benzyl-DL-serine 
• 5513-74-6 O-Benzil-N-formil-(S)-(+)-serina 

Downstream Products

• 22831-98-7 4-benzyloxymethyl-oxazolidine-2,5-dione 
• 35886-79-4 N-acetyl-O-benzyl-D-serine 
• 121426-65-1 O-benzyl-N-(N-benzyloxycarbonyl-glycyl)-DL-serine ethyl ester 
• 115892-99-4 O-benzyl-N-(N-benzyloxycarbonyl-glycyl)-serine hydrazide 
• 105949-05-1 N-(O-benzyl-N-benzyloxycarbonyl-L-seryl)-L-tyrosine methyl ester 
• 1448013-34-0 2-N-acetyl-6-O-allyl-3,4-di-O-benzyl-α-D-glucosaminopyranosyl-(1→3)-2-N-acetyl-4-O-benzyl-6-O-levulinoyl-α-D-glucosaminopyranosyl-(1→2)-benzyl (2R)-3-benzyloxypropanoate 
• 1448013-23-7 2-N-acetyl-3,4-di-O-benzyl-6-O-prop-1-en-α-D-glucosaminopyranosyl-(1→3)-2-N-acetyl-4-O-benzyl-α-D-glucosaminopyranosyl-(1→2)-benzyl (2R)-3-benzyloxypropanoate 
• 1448013-36-2 2-N-acetyl-3,4-di-O-benzyl-α-D-glucosaminopyranosyl-(1→3)-2-N-acetyl-4-O-benzyl-α-D-glucosaminopyranosyl-(1→2)-benzyl (2R)-3-benzyloxypropanoate 
• 1448013-24-8 2-N-acetyl-3,4-di-O-benzyl-6-O-prop-1-en-α-D-glucosaminopyranosyl-(1→3)-2-N-acetyl-4-O-benzyl-6-((N,N,-diisopropylamino)-2-cyanoethylphosphite)-α-D-glucosaminopyranosyl-(1→2)-benzyl (2R)-3-benzyloxypropanoate 
• 1448013-31-7 2-azido-4-O-benzyl-2-deoxy-6-O-levulinoyl-3-O-(2-naphthalenylmethyl)-α-D-glucopyranosyl-(1→2)-benzyl (2R)-3-benzyloxypropanoate 
• 1448013-32-8 2-azido-4-O-benzyl-2-deoxy-6-O-levulinoyl-α-D-glucopyranosyl-(1→2)-benzyl (2R)-3-benzyloxypropanoate 
• 1448013-33-9 6-O-allyl-2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl-(1→3)-2-azido-4-O-benzyl-2-deoxy-6-O-levulinoyl-α-D-glucopyranosyl-(1→2)-benzyl (2R)-3-benzyloxypropanoate 
• 514829-77-7 3-benzyloxy-2-(S)-[4-(6-fluorobenzo[d]isoxazol-3-yl)-piperidin-1-yl]-1-propanol 
• 1638884-66-8 N-(phenoxycarbonyl)-O-benzyl-L-serine 

Relevant articles and documents

Cinnamic acid derivative with aldose reductase inhibitory activity as well as preparation method and application thereof

The invention discloses a cinnamic acid derivative with aldose reductase inhibitory activity, a preparation method thereof and an application of the cinnamic acid derivative in preparation of a medicine used for treating diabetic complications and diseases caused by oxidative stress. The structure of the compound is shown in a formula I. The preparation method comprises the following steps: firstly reacting substituted benzaldehyde with substituted acetic acid or acid anhydride thereof to obtain substituted cinnamic acid, then reacting with a diamine compound protected by N-tertiary butoxy acyl to obtain substituted cinnamoyl diamide protected by N-tertiary butoxy acyl; and carrying out tertiary butoxy acyl deprotection on the substituted cinnamoyl diamide protected by N-tertiary butoxy acyl, and then reacting with natural or non-natural N-acyl alpha-amino acid, so that the cinnamic acid derivative is obtained. The cinnamic acid derivative compound disclosed by the invention has excellent inhibitory activity on aldose reductase and excellent antioxidant activity and can be applied to preparation of a medicine used for treating the diabetic complications, especially diabetic retinopathy, senile dementia due to diabetes and nerve ending disturbance, as well as diseases caused by the oxidative stress.

Facile synthesis of α-hydroxy carboxylic acids from the corresponding α-amino acids

An effective and improved procedure is developed for the synthesis of α-hydroxy carboxylic acids by treatment of the corresponding protonated α-amino acid with tert-butyl nitrite in 1,4-dioxane-water. The amino moiety must be protonated and located α to a carboxylic acid function in order to undergo initial diazotization and successive hydroxylation, since neither β-amino acids nor acid derivatives such as esters and amides undergo hydroxylations. The method is successfully applied for the synthesis of 18 proteinogenic amino acids.