Methyl 2-hydroxy-2-methoxyacetate

Base Information

• Chemical Name: Methyl 2-hydroxy-2-methoxyacetate
• CAS No.: 19757-97-2
• Molecular Formula: C₄H₈O₄
• Molecular Weight: 120.105
• Hs Code.: 2918990090
• DSSTox Substance ID: DTXSID80864900
• Nikkaji Number: J208.619K
• Mol file: 19757-97-2.mol

Synonyms:Aceticacid, hydroxymethoxy-, methyl ester (9CI);Glycolic acid, methoxy-, methylester (8CI);Glyoxylic acid, methyl ester, methyl hemiacetal (8CI);2-Hydroxy-2-methoxyacetic acid methyl ester;GMHA;Glycolic acid methylester-hemiacetal;Methyl glyoxylate methylhemiacetal;a-Hydroxy-a-methoxyacetic acid;

Chemical Property of Methyl 2-hydroxy-2-methoxyacetate

Chemical Property:

• Appearance/Colour: Clear, colorless.
• Vapor Pressure: 4.91mmHg at 25°C
• Refractive Index: 1.414
• Boiling Point: 128.128 °C at 760 mmHg
• PKA: 10.97±0.20(Predicted)
• Flash Point: 45.101 °C
• PSA: 55.76000
• Density: 1.174 g/cm³
• LogP: -0.87580
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: -0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 120.04225873
• Heavy Atom Count: 8
• Complexity: 80.1

Purity/Quality:

98% ^*data from raw suppliers

Methyl2-?Hydroxy-?2-?methoxyacetate,TechnicalGrade ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-36
• Safety Statements: 26-36/37/39

MSDS Files:

Useful:

• Canonical SMILES: COC(C(=O)OC)O
• Uses: Methyl 2-?Hydroxy-?2-?methoxyacetate is a chemical reagent used in pharmaceutical synthesis such as the preparation of Bryostatin 1 derivatives which act as PKC-1 inhibitors in cancer therapy.

Technology Process of Methyl 2-hydroxy-2-methoxyacetate

There total 10 articles about Methyl 2-hydroxy-2-methoxyacetate 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: 98.0%

methanol (67-56-1) + Glyoxilic acid (298-12-4) → methyl glyoxylate methyl hemi-acetal (109745-70-2,19757-97-2)

Guidance literature:

In dichloromethane; for 24h; Heating;

Reference yield: 93.0%

methanol (67-56-1) + Methyl glyoxylate (922-68-9) → methyl glyoxylate methyl hemi-acetal (109745-70-2,19757-97-2)

Guidance literature:

In dichloromethane; at 165 ℃;

DOI:10.1016/S0040-4039(00)85398-8

Reference yield: 41.0%

Methyl formate (107-31-3) → methyl glyoxylate methyl hemi-acetal (109745-70-2,19757-97-2)

Guidance literature:

With sodium hydroxide; Wang resin-pentylstyrene[5-Ph(4Me)]N-Me-imidazole⁽¹⁺⁾*Cl^(1-); In tetrahydrofuran; for 1.5h; Heating;

DOI:10.1016/j.tetlet.2005.08.141

upstream raw materials:

furfural

methanol

Glyoxilic acid

Glyoxal

Downstream raw materials:

Methyl dimethoxyacetate

methyl 2-(tert-butoxycarbonylamino)-2-hydroxyacetate

(2R,4aS,7R,8aR)-3-Benzyl-4,4,7-trimethyl-octahydro-benzo[e][1,3]oxazine-2-carboxylic acid methyl ester

methyl <2S(2α,4aα,7α,8aβ)>-octahydro-3-(phenylmethyl)-4,4,7-trimethyl-2H-1,3-benzooxazine-2-carboxylate

Refernces

• 1、 -. "POLYCYCLIC-CARBAMOYLPYRIDONE COMPOUNDS AND THEIR USE FOR THE TREATMENT OF HIV INFECTIONS". Page/Page column 79. . Retrieved 2015/02/02.
• 2、 Rodríguez-Borges, José Enrique,García-Mera, Xerardo,Fernández, Franco,Lopes, V. Hugo C.,Magalh?es,Cordeiro, M. Natália D. S.. "Experimental and DFT study of the aza-Diels-Alder reaction between cyclopentadiene and protonated benzylimine derivated from glyoxylates". . p. 10951 - 10957. Retrieved 2007/10/03.