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Methyl (R)-(+)-lactate

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CAS:17392-83-5
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CAS:17392-83-5
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Methyl (R)-(+)-lactate manufacturers

  • Methyl (R)-(+)-lactate
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  • $0.00 / 1KG
  • 2026-04-03
  • CAS:17392-83-5
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  • Purity: 98.0%
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Methyl (R)-(+)-lactate Basic information
Product Name:Methyl (R)-(+)-lactate
Synonyms:Methyl-D-lactate >=99.0%,Chiral grade;Methyl D-lactate,D-Lactic acid methyl ester;D- ;Methyl (R)-(+)-lactate, 98% 1GR;Methyl (R)-(+)-lactate, 98% 5GR;(2R)-2-Hydroxypropanoic Acid Methyl Ester;Methyl (2R)-2-Hydroxypropanoate;Methyl (R)-2-Hydroxypropionate
CAS:17392-83-5
MF:C4H8O3
MW:104.1
EINECS:241-420-6
Product Categories:chiral;Building Blocks for Liquid Crystals;Chiral Compounds (Building Blocks for Liquid Crystals);Functional Materials;bc0001
Mol File:17392-83-5.mol
Methyl (R)-(+)-lactate Structure
Methyl (R)-(+)-lactate Chemical Properties
alpha 8.5 º (c=neat)
Boiling point 144-145 °C(lit.)
density 1.09 g/mL at 25 °C(lit.)
refractive index n20/D 1.413(lit.)
Fp 121 °F
storage temp. Inert atmosphere,2-8°C
solubility Chloroform, Ethyl Acetate (Slightly), Methanol (Slightly)
pka13.07±0.20(Predicted)
form Liquid
color Clear colorless
Optical Rotation[α]21/D +8.4°, neat
Water Solubility miscible, hydrolyses
Merck 14,6094
InChI1S/C4H8O3/c1-3(5)4(6)7-2/h3,5H,1-2H3/t3-/m1/s1
InChIKeyLPEKGGXMPWTOCB-GSVOUGTGSA-N
SMILESCOC(=O)[C@@H](C)O
LogP-0.719 (est)
CAS DataBase Reference17392-83-5(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 10-36/37
Safety Statements 16-24-24/25
RIDADR UN 3272 3/PG 3
WGK Germany 1
HazardClass 3
PackingGroup III
HS Code 29181100
Storage Class3 - Flammable liquids
Hazard ClassificationsEye Irrit. 2
Flam. Liq. 3
STOT SE 3
MSDS Information
ProviderLanguage
Methyl (R)-(+)-lactate English
SigmaAldrich English
ACROS English
Methyl (R)-(+)-lactate Usage And Synthesis
Chemical PropertiesColorless to light yellow liqui
Uses(+)-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.
DefinitionChEBI: A methyl lactate that has R configuration.
General DescriptionThis 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.
Synthesis
Methyl lactate

547-64-8

L(+)-Lactic acid

79-33-4

Methyl (R)-(+)-lactate

17392-83-5

The general procedure for the synthesis of L-lactic acid and D-lactic acid methyl ester from methyl lactate was as follows: in a standard 500-μL hydrolysis reaction system, 140 μg of purified esterase PHE14, 50 mmol/L of racemic methyl lactate as substrate, and 50 mmol/L of phosphate buffer (pH 7.5) were added. The reaction system was incubated at 37°C for 1 hour. Upon completion of the reaction, the reaction samples were extracted using an equal volume of ethyl acetate, and the organic phase was subsequently analyzed to assess the enzymatic disassembly of (±)-lactic acid methyl ester.

References[1] Chinese Journal of Catalysis, 2016, vol. 37, # 8, p. 1396 - 1402
[2] Green Chemistry, 2013, vol. 15, # 10, p. 2817 - 2824
Methyl (R)-(+)-lactate Preparation Products And Raw materials
Raw materialsMethyl pyruvate-->Methanol-->Methyl lactate-->2,2-Diphenylacetic acid-->(R)-Lactate-->Sodium Phosphate Monobasic Monohydrate
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