277762

(+)-Methyl D-lactate

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

• Synonym(s): D-Lactic acid methyl ester, Methyl (R)-(+)-lactate
• Linear Formula: CH₃CH(OH)CO₂CH₃
• CAS Number: 17392-83-5
• Molecular Weight: 104.10
• EC Number: 241-420-6
• MDL number: MFCD00004517
• UNSPSC Code: 12352108
• PubChem Substance ID: 24856785
• NACRES: NA.22

Properties

• 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: , Aligned
• 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

Description

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.

Safety Information

• pictograms: GHS02,GHS07
• signalword: Warning
• hcodes: H226,H319,H335
• pcodes: P210 - P233 - P240 - P241 - P242 - P305 + P351 + P338
• 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