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412201

Sigma-Aldrich

L-Serine methyl ester hydrochloride

98%, for peptide synthesis

Synonym(s):

L-Serine methyl ester·HCl

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About This Item

Linear Formula:
HOCH2CH(NH2)COOCH3 · HCl
CAS Number:
5680-80-8
Molecular Weight:
155.58
Beilstein:
3559591
EC Number:
227-140-7
MDL number:
MFCD00063680
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
24865794
NACRES:
NA.22

product name

L-Serine methyl ester hydrochloride, 98%

Assay

98%

form

powder

optical activity

[α]20/D +3.4°, c = 4 in methanol

reaction suitability

reaction type: solution phase peptide synthesis

mp

163 °C (dec.) (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-;/m0./s1

InChI key

NDBQJIBNNUJNHA-DFWYDOINSA-N

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Storage Class Code

11 - 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

Certificates of Analysis (COA)

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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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)
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
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