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277762

Sigma-Aldrich

(+)-Methyl D-lactate

greener alternative

98%, optical purity ee: 96% (GLC)

Synonyma:

D-Lactic acid methyl ester, Methyl (R)-(+)-lactate

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About This Item

Lineární vzorec:
CH3CH(OH)CO2CH3
Číslo CAS:
Molekulová hmotnost:
104.10
EC Number:
MDL number:
UNSPSC Code:
12352108
PubChem Substance ID:
NACRES:
NA.22

assay

98%

form

liquid

optical activity

[α]21/D +8.4°, neat

optical purity

ee: 96% (GLC)

greener alternative product characteristics

Safer Solvents and Auxiliaries
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

refractive index

n20/D 1.413 (lit.)

bp

144-145 °C (lit.)

density

1.09 g/mL at 25 °C (lit.)

greener alternative category

SMILES string

COC(=O)[C@@H](C)O

InChI

1S/C4H8O3/c1-3(5)4(6)7-2/h3,5H,1-2H3/t3-/m1/s1

InChI key

LPEKGGXMPWTOCB-GSVOUGTGSA-N

General description

We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Green Chemistry.This compound has benign qualities and is biodegradable, water miscible, and functions as a versatile solvent for CA membrane preparation. This is also used as an intermediate for the production of other chemicals, polymers, and derivatives. Thus this product has been enhanced for Safer solvents and auxiliaries. Click here for more information.

Application

(+)-Methyl D-lactate can be used as a starting material in the asymmetric preparation of:
  • Neomethymycin, a macrolide which contains 12-membered macrolactone that is used as a potent biological agent.
  • PM-toxin A.

It can also be used as a chiral pool along with D-(-)-tartaric acid in the stereoselective total synthesis of separacenes A and B via Trost-Rychnovsky alkyne rearrangement, Horner-Wadsworth-Emmons olefination as well as Corey-Bakshi-Shibata reaction.

pictograms

FlameExclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 3 - STOT SE 3

target_organs

Respiratory system

Storage Class

3 - Flammable liquids

wgk_germany

WGK 1

flash_point_f

120.2 °F - closed cup

flash_point_c

49 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


Osvědčení o analýze (COA)

Vyhledejte osvědčení Osvědčení o analýze (COA) zadáním čísla šarže/dávky těchto produktů. Čísla šarže a dávky lze nalézt na štítku produktu za slovy „Lot“ nebo „Batch“.

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Zákazníci si také prohlíželi

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1 of 3

Asymmetric total synthesis of PM-toxin A, a corn host-specificpathotoxin
Hayakawa H, et al.
Chemical Communications (Cambridge, England), 66(13), 1219-1220 (1997)
Total synthesis of neomethymycin and novamethymycin
O Hong-Se and K Han-Young
Tetrahedron, 66(24), 4307-4317 (2010)
Total synthesis of marine natural products separacenes A and B
D Subhendu and G Rajib Kumar
Organic & Biomolecular Chemistry, 15(22), 4842-4850 (2017)
Opposite signs of capacitive microsensor signals upon exposure to the enantiomers of methyl propionate compounds.
Petra Kurzawski et al.
Angewandte Chemie (International ed. in English), 47(5), 913-916 (2007-12-22)
K Le Barbu-Debus et al.
Physical chemistry chemical physics : PCCP, 11(35), 7589-7598 (2009-12-03)
Complexation between (1R,2S)-(+)-cis-1-amino-2-indanol (AI) and the two enantiomers of methyl lactate has been studied by means of laser-induced fluorescence, resonance-enhanced two-photon ionisation, and IR-UV double resonance spectroscopy, in the region of 3 microm. Two isomeric complexes have been spectroscopically characterised

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