21210-43-5

Basic information

• Product Name: (S)-(+)-Methyl mandelate
• Synonyms: METHYL (S)-(+)-MANDELATE;(+)-METHYL (S)-ALPHA-HYDROXY-PHENYL ACETATE;METHYL (S)-ALPHA-HYDROXYPHENYLACETATE;(+)-METHYL L-MANDELATE;METHYL L-(+)-MANDELATE;(+)-L-MANDELIC ACID METHYL ESTER;L-(+)-MANDELIC ACID METHYL ESTER;(S)-(+)-METHYL MANDELATE
• CAS NO: 21210-43-5
• Molecular Formula: C₉H₁₀O₃
• Molecular Weight: 166.17
• EINECS: 145-896-5
• Product Categories: Chiral Building Blocks;Esters (Chiral);Synthetic Organic Chemistry;Chiral Compound;Aromatics;Chiral Reagents
• Mol File: 21210-43-5.mol
• Article Data: 210

Chemical Properties

• Melting Point: 56-58 °C
• Boiling Point: 138 °C / 16mmHg
• Flash Point: >110°C
• Appearance: white crystalline powder
• Density: 1.1097 (rough estimate)
• Vapor Pressure: 0.00715mmHg at 25°C
• Refractive Index: 1.4371 (estimate)
• Storage Temp.: 2-8°C
• Solubility: Chloroform (Sparingly), Methanol (Sparingly)
• PKA: 12.19±0.20(Predicted)
• BRN: 2614741
• CAS DataBase Reference: (S)-(+)-Methyl mandelate(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-(+)-Methyl mandelate(21210-43-5)
• EPA Substance Registry System: (S)-(+)-Methyl mandelate(21210-43-5)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• Hazardous Substances Data: 21210-43-5(Hazardous Substances Data)

Usage

Chemical Properties

white crystalline powder

Uses

Different sources of media describe the Uses of 21210-43-5 differently. You can refer to the following data:
1. Methyl (S)-(+)-Mandelate (cas# 21210-43-5) is a compound useful in organic synthesis.
2. Methyl (S)-(+)-mandelate may be used in the preparation of (S)-(-)2-hydroxy-1,2,2-triphenylethyl acetate and (α′S)-α′-methoxycarbonylbenzyl (2S,4R)-(+)-1,2,4,5-tetrahydro-4-methyl-7,8-methylenedioxy-5-oxo-3-benzothiepin-2-carboxylate.

General Description

Optically active building block.

InChI:InChI=1/C9H10O3/c1-12-9(11)8(10)7-5-3-2-4-6-7/h2-6,8,10H,1H3/t8-/m0/s1

Upstream product

• 67-56-1 methanol 
• 1074-12-0 phenylglyoxal hydrate 
• 17199-29-0 (S)-Mandelic acid 
• 3315-60-4 methanolate 
• 108214-25-1 1-Benzyl-3-((S)-2-hydroxy-2-phenyl-acetoxymethyl)-4-methyl-pyridinium 
• 77-76-9 2,2-dimethoxy-propane 
• 58367-63-8 (Z)-β(tert.-Butyldimethylsilyloxy)-β-methoxystyrol 
• 79416-45-8 (+)-methyl (S)-α-acetoxyphenylacetate 
• 4358-87-6 (RS)-methyl mandelate 
• 15206-55-0 methyl 2-oxo-2-phenylacetate 
• 600700-48-9 (3S)-2-(2-methoxyethyl)-3,5-dimethyl-7,8-dimethoxy-1-oxo-1,2,3,4,5,10-hexahydrobenzo[b]-1,6-naphthyridine 
• 600700-50-3 (3S)-2-(2-hydroxyethyl)-3,5-dimethyl-7,8-dimethoxy-1-oxo-1,2,3,4,5,10-hexahydrobenzo[b]-1,6-naphthyridine 
• 600700-49-0 (3S)-2-(3-hydroxypropyl)-3,5-dimethyl-7,8-dimethoxy-1-oxo-1,2,3,4,5,10-hexahydrobenzo[b]-1,6-naphthyridine 
• 108-05-4 vinyl acetate 

Downstream Products

• 138380-77-5 Fumarate of (S)-Methyl mandelate 
• 138406-49-2 methyl (S)-(+)-mandelate ester of N,N-dimethyl-DL-valine 
• 138406-50-5 (S)-2-Dimethylamino-3-methyl-butyric acid (S)-methoxycarbonyl-phenyl-methyl ester 
• 85805-94-3 4-Methyl-pentanoic acid (S)-methoxycarbonyl-phenyl-methyl ester 
• 111975-72-5 (S)-(Methoxycarbonyl)benzyl octanoate 
• 124400-10-8 methyl (S)-(+)-2-phenyl-2-<(phenylmethoxy)acetoxy>-ethanoate 
• 167702-78-5 (S)-(1-Methoxy-1-methyl-ethoxy)-phenyl-acetic acid methyl ester 
• 158703-25-4 (S)-Benzyloxymethoxy-phenyl-acetic acid methyl ester 
• 248955-14-8 (1S)-(methoxycarbonyl)phenylmethyl (2R,4E)-2,4-dimethyl-4,8-nonadienoate 

Relevant articles and documents

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Catalytic enantioselective O-H insertion reactions

The first effective method for catalytic enantioselective insertions into O-H bonds has been developed. Specifically, a copper/bisazaferrocene catalyst couples alcohols such as 2-trimethylsilylethanol with α-aryl-α-diazo esters in high yield and good ee.

A Unified Strategy for the Asymmetric Synthesis of Highly Substituted 1,2-Amino Alcohols Leading to Highly Substituted Bisoxazoline Ligands

A general procedure for the asymmetric synthesis of highly substituted 1,2-amino alcohols in high yield and diastereoselectivity is described that uses organometallic additions of a wide range of nucleophiles to tert-butylsulfinimines as the key step. The addition of organolithium reagents to these imines follows a modified Davis model. The diastereoselectivity for this reaction depends significantly on both the nucleophile and electrophile. These highly substituted 1,2-amino alcohols are used to synthesize stereochemically diverse and structurally novel, polysubstituted 2,2′-methylene(bisoxazoline) ligands in high yields.

1,3-mandelic acid thioether derivative containing '4 - R/S - oxadiazole' structure and application thereof

1,3 Mandelic acid thioether compound containing the structure of '4 - R/S - oxadiazole' is characterized in that the structure is as shown in the general formula (In / IIn) and (In In-flight R1 A is H or Cl, R. 2 For linear alkanes C