72953-37-8

Basic information

• Product Name: D-Serine, 2-methyl-, methyl ester (9CI)
• Synonyms: D-Serine, 2-methyl-, methyl ester (9CI)
• CAS NO: 72953-37-8
• Molecular Formula: C₅H₁₁NO₃
• Molecular Weight: 133.14574
• Product Categories: GLYCINESCAFFOLD
• Mol File: 72953-37-8.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 238.6±20.0 °C(Predicted)
• Appearance: /
• Density: 1.149±0.06 g/cm3(Predicted)
• PKA: 11.98±0.20(Predicted)
• CAS DataBase Reference: D-Serine, 2-methyl-, methyl ester (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: D-Serine, 2-methyl-, methyl ester (9CI)(72953-37-8)
• EPA Substance Registry System: D-Serine, 2-methyl-, methyl ester (9CI)(72953-37-8)

Safety Data

• Hazardous Substances Data: 72953-37-8(Hazardous Substances Data)

Upstream product

• 72953-33-4 ((S)-3,6-Dimethoxy-2,5-dimethyl-2,5-dihydro-pyrazin-2-yl)-methanol 
• 72953-33-4 (3R,6S)-Hydroxymethyl-2,5-dimethoxy-3,6-dimethyl-3,6-dihydropyrazin 
• 186581-53-3 diazomethane 
• 3398-40-1 (R)-(-)-2-methylserine 

Downstream Products

• 1415379-93-9 C₂₀H₃₅N₃O₇SSi 
• 1415379-94-0 C₂₅H₃₇N₃O₇SSi 
• 1415379-95-1 C₂₅H₃₇N₃O₇SSi 
• 1415379-92-8 C₂₀H₃₅N₃O₇SSi 
• 113351-31-8 Z--α-MeSer-OMe 
• 923579-19-5 methyl (R)-2-methyl-3-[(R)-2-(tert-butyldimethylsilyloxy)-1-propylamino]-2-(2-nitrobenzenesulfonylamino)-propanoate 
• 923579-18-4 methyl (R)-2-methyl-3-[2-(tert-butyldimethylsilyloxy)-ethylamino]-2-(2-nitrobenzenesulfonylamino)-propanoate 
• 923578-98-7 (2R)-2-methyl-2-methoxycarbonyl-1-(2-nitrobenzenesulfonyl)-aziridine 
• 3398-40-1 (R)-(-)-2-methylserine 

Relevant articles and documents

A concise synthesis of (+)-conagenin and its isomer using chiral tricyclic iminolactones

An efficient synthesis of (+)-conagenin, a novel immunomodulator produced by Streptomyces roseosporus, has been achieved via the shortest route at present. At the same time, 2-epiconagenin was synthesized according to the same methodology.

Asymmetric Syntheses via Heterocyclic Intermediates, X. - Enantioselective Synthesis of (2R)-2-Methylserines

Aldehydes and ketones react with the lithiated bislactim ether 3 of cyclo-(L-Ala-L-Ala) with 81 to >95percent asymmetric induction (d.e. = diastereomeric excess) at C-3; (R) configuration is formed predominantly. - A model concept for the asymmetric induction is proposed. - With aldehydes or unsymmetrical ketones C-7 of the adducts 6 becomes a chiral center, too. (R) configuration is induced here with d. e. 47 - 73percent.Hydrolysis of the addition products 6 (0.25 N HCl, room temperature) gives L-Ala-OCH3 and (2R)-2-methylserine methyl esters 7.Both compounds can be separated either at the ester stage by distillation or - if 7 is thermolabile - after further hydrolysis at the amino acid stage.