(S)-(+)-1-Methoxy-2-propanol

Base Information

• Chemical Name: (S)-(+)-1-Methoxy-2-propanol
• CAS No.: 26550-55-0
• Molecular Formula: C4H10O2
• Molecular Weight: 90.1222
• Hs Code.: 29094990
• European Community (EC) Number: 625-664-4
• DSSTox Substance ID: DTXSID80426360
• Nikkaji Number: J1.404.559G
• Wikidata: Q72518106
• Mol file: 26550-55-0.mol

Synonyms:(S)-(+)-1-Methoxy-2-propanol;26550-55-0;(2S)-1-methoxypropan-2-ol;(S)-1-METHOXYPROPAN-2-OL;(s)-1-methoxy-2-propanol;2-Propanol, 1-methoxy-, (2S)-;MFCD01632588;(2S)-1-methoxy-2-propanol;(S)-(-)-1-Methoxy-2-propanol;(S)-1-methoxy-propan-2-ol;DTXSID80426360;ARXJGSRGQADJSQ-BYPYZUCNSA-N;AKOS015851505;GS-4507;(S)-(+)-Propylene glycol 1-methyl ether;CS-0031378;M2408;EN300-91268;(S)-(+)-Propylene Glycol 1-Monomethyl Ether;A801788;A818504;J-502371;(S)-(+)-1-Methoxy-2-propanol, >=98.5% (sum of enantiomers)

Chemical Property of (S)-(+)-1-Methoxy-2-propanol

Chemical Property:

• Appearance/Colour: Colorless to light yellow liquid
• Melting Point: -84.2°C (estimate)
• Refractive Index: n20/D 1.403
• Boiling Point: 118.544 °C at 760 mmHg
• PKA: 14.49±0.20(Predicted)
• Flash Point: 33.889 °C
• PSA: 29.46000
• Density: 0.912 g/cm³
• LogP: 0.01360
• Storage Temp.: Flammables area
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 90.068079557
• Heavy Atom Count: 6
• Complexity: 28.7

Purity/Quality:

98%,99%, ^*data from raw suppliers

(S)-(+)-1-Methoxy-2-propanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F
• Hazard Codes: F
• Statements: 10-15
• Safety Statements: 24-43-7/8-16

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(COC)O
• Isomeric SMILES: C[C@@H](COC)O
• Uses: (S)-(+)-1-Methoxy-2-propanol can be used as a reactant to prepare: (S)-1-methoxypropan-2-yl 4-methylbenzenesulfonate by reacting with tosyl chloride in the presence of pyridine. Thiazolopyridine urea derivatives. Quinazoline derivatives as potential inhibitors of EGFR/HER-2 tyrosine kinases.

Technology Process of (S)-(+)-1-Methoxy-2-propanol

There total 6 articles about (S)-(+)-1-Methoxy-2-propanol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

Methoxyacetone (5878-19-3) → (S)-1-Methoxy-propan-2-ol (26550-55-0) + (R)-1-methoxy-2-propanol (4984-22-9)

Guidance literature:

With potassium isopropoxide; isopropyl alcohol; dichloro(benzene)ruthenium(II) dimer; (1S,2R)-N-benzylnorephedrine; at 20 ℃; for 0.33h; Title compound not separated from byproducts;

DOI:10.1002/1099-0690(200101)2001:2<275::aid-ejoc275>3.3.co;2-e

Reference yield:

1-methoxy-2-propanol (107-98-2) → (S)-1-Methoxy-propan-2-ol (26550-55-0) + (R)-1-methoxy-2-propanol (4984-22-9)

Guidance literature:

With vinyl acetate; Candida antarctica B lipase on carrier C₃; In hexane; at 37 ℃; for 20h; Title compound not separated from byproducts;

DOI:10.1016/S0957-4166(00)00465-1

Reference yield:

propylene glycol methyl ether acetate (108-65-6,142300-82-1) → (S)-1-Methoxy-propan-2-ol (26550-55-0) + (R)-1-methoxy-2-propanol (4984-22-9)

Guidance literature:

With sodium phosphate buffer; esterase B from Candida antarctica; In water; at 37 ℃; for 1h; pH=7.3; Further Variations:; Reagents; Product distribution;

DOI:10.1002/1521-3773(20011119)40:22<4201::AID-ANIE4201>3.0.CO;2-V

upstream raw materials:

methanol

(R)-propylene oxide

(S)-Propylene oxide

Methoxyacetone

Downstream raw materials:

methyl 3-{[(1R)-1-methyl-2-(methyloxy)ethyl]oxy}-5-[(phenylmethyl)oxy]benzoate

C₁₁H₁₃NO₅

(S)-1-methoxypropan-2-yl 4-methylbenzenesulfonate

4-(2-methoxy-(1R)-1-methyl-ethoxy)-benzoic acid methyl ester

Refernces

• 1、 Baumann, Markus,Hauer, Bernhard H.,Bornscheuer, Uwe T.. "Rapid screening of hydrolases for the enantioselective conversion of 'difficult-to-resolve' substrates". . p. 4781 - 4790. Retrieved 2000.
• 2、 Xie, Shengming,Zhang, Junhui,Fu, Nan,Wang, Bangjin,Hu, Cong,Yuan, Liming. "Application of homochiral alkylated organic cages as chiral stationary phases for molecular separations by capillary gas chromatography". . . Retrieved 2016/12/03.