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85000

L-Serine methyl ester hydrochloride

Name: <SC>L</SC>-Serine methyl ester hydrochloride
Brand: SIAL

purum, ≥99.0% (AT)

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About This Item

Fórmula lineal:

HOCH₂CH(NH₂)COOCH₃ · HCl

Número de CAS:

5680-80-8

Peso molecular:

155.58

Beilstein/REAXYS Number:

3559591

EC Number:

227-140-7

MDL number:

MFCD00063680

UNSPSC Code:

12352200

PubChem Substance ID:

24888290

grade

purum

assay

≥99.0% (AT)

optical activity

[α]20/D +5±0.5°, c = 2% in methanol

optical purity

enantiomeric ratio: ≥99.0:1.0 (GC)

mp

163 °C (dec.) (lit.)

storage temp.

−20°C

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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Contribution of the anomeric effect to the solution and crystal structure of [1S,2S,6S,7s]-1,6-diaza-4,9-dioxa-2,7-dimethoxycarbonylbicyclo[4.4.1]undecane, a condensation product of L-serine methyl ester with formaldehyde.

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

Aziridinium from N,N-dibenzyl serine methyl ester: synthesis of enantiomerically pure beta-amino and alpha,beta-diamino esters.

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)

Theoretical evidence for pyramidalized bicyclic serine enolates in highly diastereoselective alkylations.

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

The novel and efficient direct synthesis of N,O-acetal compounds using a hypervalent iodine(III) reagent: an improved synthetic method for a key intermediate of discorhabdins.

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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