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277762

Sigma-Aldrich

(+)-Methyl D-lactate

greener alternative

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

Sinônimo(s):

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

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About This Item

Fórmula linear:
CH3CH(OH)CO2CH3
Número CAS:
Peso molecular:
104.10
Número CE:
Número MDL:
Código UNSPSC:
12352108
ID de substância PubChem:
NACRES:
NA.22

Nível de qualidade

Ensaio

98%

forma

liquid

atividade óptica

[α]21/D +8.4°, neat

pureza óptica

ee: 96% (GLC)

características do produto alternativo mais ecológico

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

sustainability

Greener Alternative Product

índice de refração

n20/D 1.413 (lit.)

pb

144-145 °C (lit.)

densidade

1.09 g/mL at 25 °C (lit.)

grupo funcional

ester
hydroxyl

categoria alternativa mais ecológica

cadeia de caracteres SMILES

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

InChI

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

chave InChI

LPEKGGXMPWTOCB-GSVOUGTGSA-N

Descrição geral

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.

Aplicação

(+)-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.

Pictogramas

FlameExclamation mark

Palavra indicadora

Warning

Frases de perigo

Classificações de perigo

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

Órgãos-alvo

Respiratory system

Código de classe de armazenamento

3 - Flammable liquids

Classe de risco de água (WGK)

WGK 1

Ponto de fulgor (°F)

120.2 °F - closed cup

Ponto de fulgor (°C)

49 °C - closed cup

Equipamento de proteção individual

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


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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)
A Knüttel et al.
Magnetic resonance in medicine, 9(2), 254-260 (1989-02-01)
An RF and field gradient pulse sequence is presented permitting the single-scan volume-selective spectral editing of the signals of coupled spins. The attribute "single scan" means that the editing of resonance lines is performed in each accumulation or phase cycling
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Langmuir : the ACS journal of surfaces and colloids, 24(16), 9118-9124 (2008-07-12)
This study reports the development of novel chiral sensors based on the self-assembly of perfunctionalized beta-cyclodextrins (beta-CD) on a quartz crystal microbalance transducer for real time chiral recognition. Ten chiral sensors immobilized with mercaptyl perfunctionalized beta-cyclodextrins were found to exhibit
Philipp Zielke et al.
Physical chemistry chemical physics : PCCP, 8(24), 2826-2830 (2006-06-16)
Raman active symmetric O-H stretching modes are detected and assigned for the first time in isolated methanol, ethanol and methyl lactate trimers, providing insights into cluster structure, vibrational assignments and hydrogen-bond mediated couplings.

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