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445797

Sigma-Aldrich

D-Serine methyl ester hydrochloride

98%

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About This Item

Linear Formula:
HOCH2CH(NH2)CO2CH3·HCl
CAS Number:
5874-57-7
Molecular Weight:
155.58
MDL number:
MFCD00066121
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
24868202
NACRES:
NA.22

Quality Level

100

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

Related Categories

Storage Class Code

11;13 - Combustible Solids;Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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.
Acylated serine derivatives: a unique class of arthropod pheromones of the Australian redback spider, Latrodectus hasselti.
Elena Jerhot et al.
Angewandte Chemie (International ed. in English), 49(11), 2037-2040 (2010-02-11)
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
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
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