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445797

Sigma-Aldrich

D-Serine methyl ester hydrochloride

98%

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Linear Formula:
HOCH2CH(NH2)CO2CH3·HCl
CAS Number:
Molecular Weight:
155.58
MDL number:
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

98%

form

solid

optical activity

[α]20/D −4°, c = 4 in ethanol

reaction suitability

reaction type: solution phase peptide synthesis

mp

163-166 °C (lit.)

application(s)

peptide synthesis

SMILES string

Cl.COC(=O)[C@H](N)CO

InChI

1S/C4H9NO3.ClH/c1-8-4(7)3(5)2-6;/h3,6H,2,5H2,1H3;1H/t3-;/m1./s1

InChI key

NDBQJIBNNUJNHA-AENDTGMFSA-N

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255084223123414549
L-Serine ethyl ester hydrochloride 99% (TLC)

223123

L-Serine ethyl ester hydrochloride

assay

98%

assay

99%

assay

99% (TLC)

assay

98%

mp

163-166 °C (lit.)

mp

127-128 °C (lit.)

mp

130-132 °C (lit.)

mp

108-110 °C (lit.)

optical activity

[α]20/D −4°, c = 4 in ethanol

optical activity

-

optical activity

[α]20/D −4.4°, c = 10.2 in ethanol

optical activity

[α]20/D −8.0°, c = 1.6 in methanol

reaction suitability

reaction type: solution phase peptide synthesis

reaction suitability

reaction type: solution phase peptide synthesis

reaction suitability

reaction type: solution phase peptide synthesis

reaction suitability

reaction type: solution phase peptide synthesis

application(s)

peptide synthesis

application(s)

peptide synthesis

application(s)

peptide synthesis

application(s)

peptide synthesis

Storage Class

11;13 - Combustible Solids;Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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J Sélambarom et al.
Carbohydrate research, 330(1), 43-51 (2001-02-24)
The reaction of L-serine methyl ester hydrochloride (1) with paraformaldehyde (2) in dichloromethane in the presence of triethylamine afforded a novel compound: [lS,2S,6S,7S]-1,6-diaza-4,9-dioxa-2,7-dimethoxycarbonylbicyclo[4.4.1]undecane (4) as a 2:3 adduct of 1 with 2. 1H and 13C NMR spectroscopy were unable to
Cédric Couturier et al.
Organic letters, 8(10), 2183-2186 (2006-05-05)
[reaction: see text] Reaction of N,N-dibenzyl-O-methylsulfonyl serine methyl ester with a variety of heteronucleophiles (sodium azide, sodium phthalimide, amines, thiols) and carbanions (sodium malonate) gave, via an aziridinium intermediate, the corresponding beta-amino or alpha,beta-diamino ester in good to excellent yield.
Carlos Aydillo et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 13(17), 4840-4848 (2007-03-17)
A new chiral serine equivalent and its enantiomer have been synthesized from (S)- and (R)-N-Boc-serine methyl esters (Boc: tert-butyloxycarbonyl). The use of these compounds as chiral building blocks has been demonstrated in the synthesis of alpha-alkyl alpha-amino acids by diastereoselective
Yu Harayama et al.
Chemical communications (Cambridge, England), (13)(13), 1764-1766 (2005-03-26)
The use of hypervalent iodine(III) reagents allowed us to develop the novel and efficient direct synthesis of N,O-acetal compounds via the oxidative fragmentation reaction of alpha-amino acids or alpha-amino alcohols; furthermore, we succeeded in developing an improved synthesis of the
Dragana Ahel et al.
FEBS letters, 579(20), 4344-4348 (2005-08-02)
Seryl-tRNA synthetases (SerRSs) fall into two distinct evolutionary groups of enzymes, bacterial and methanogenic. These two types of SerRSs display only minimal sequence similarity, primarily within the class II conserved motifs, and possess distinct modes of tRNA(Ser) recognition. In order

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