3-O-Methylascorbic acid

Base Information

• Chemical Name: 3-O-Methylascorbic acid
• CAS No.: 13443-57-7
• Molecular Formula: C7H10 O6
• Molecular Weight: 190.153
• Hs Code.: 2932209090
• Mol file: 13443-57-7.mol

Synonyms:3-O-methyl-L-ascorbic acid;3-O-methylascorbic acid

Chemical Property of 3-O-Methylascorbic acid

Chemical Property:

• Vapor Pressure: 2.48E-15mmHg at 25°C
• Melting Point: 120-122 °C
• Boiling Point: 569.3°Cat760mmHg
• PKA: 8.78±0.40(Predicted)
• Flash Point: 240.1°C
• PSA: 96.22000
• Density: 1.55g/cm³
• LogP: -1.31900
• XLogP3: -1.9
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 190.04773803
• Heavy Atom Count: 13
• Complexity: 245

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C(=O)OC1C(CO)O)O
• Isomeric SMILES: COC1=C(C(=O)OC1[C@H](CO)O)O

Technology Process of 3-O-Methylascorbic acid

There total 8 articles about 3-O-Methylascorbic acid 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: 77.0%

methanol (67-56-1) + ascorbic acid (50-81-7,98966-42-8) → 3-O-methyl-L-ascorbic acid (13443-57-7)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at -78 - 20 ℃; for 2h;

DOI:10.1021/jo990606+

Reference yield: 74.0%

5,6-O-isopropylidene-3-O-methyl-L-ascorbic acid (58650-92-3) → 3-O-methyl-L-ascorbic acid (13443-57-7)

Guidance literature:

With sulfuric acid; In tetrahydrofuran; at 20 ℃;

DOI:10.2174/1570178615666180108154801

Reference yield: 59.0%

Methyl methanesulfonate (66-27-3) + ascorbic acid (50-81-7,98966-42-8) → 3-O-methyl-L-ascorbic acid (13443-57-7)

Guidance literature:

With triethylamine; In methanol; for 2h; Heating;

DOI:10.3987/COM-05-S(K)31

upstream raw materials:

diazomethane

isoascorbic acid

ascorbic acid

methanol

Downstream raw materials:

L-threonamide

Oxalamide

Refernces

• 1、 Bryan, D. M.,Pell, S. D.,Kumar, R.,Clarke, M. J.,Rodriguez, V.,et al.. "Stable Pentaammineruthenium(III) Complexes of Reductic Acids: Synthesis, Linkage Isomers, and Autoxidation Kinetics". . p. 1498 - 1506. Retrieved 1988.
• 2、 Tahir, Hasan,Hindsgaul, Ole. "Regio- and Chemoselective Alkylation of L-Ascorbic Acid under Mitsunobu Conditions". . p. 911 - 913. Retrieved 2007/10/03.