alpha-D-Glucopyranosiduronic acid, methyl 3-O-methyl-, methyl ester

Base Information

• Chemical Name: alpha-D-Glucopyranosiduronic acid, methyl 3-O-methyl-, methyl ester
• CAS No.: 31506-19-1
• Molecular Formula: C₉H₁₆O₇
• Molecular Weight: 236.222
• Mol file: 31506-19-1.mol

Synonyms:Glucopyranosiduronicacid, methyl 3-O-methyl-, methyl ester, a-D- (8CI)

Chemical Property of alpha-D-Glucopyranosiduronic acid, methyl 3-O-methyl-, methyl ester

Chemical Property:

• Boiling Point: 180 - 190 °C (0.02 mmHg)
• PSA: 94.45000
• LogP: -1.73250

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of alpha-D-Glucopyranosiduronic acid, methyl 3-O-methyl-, methyl ester

There total 6 articles about alpha-D-Glucopyranosiduronic acid, methyl 3-O-methyl-, methyl ester 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: 64.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + 1-O-methyl-α-D-glucopyranuronic acid methyl ester (18486-51-6,528584-66-9) → (2S,3S,4S,5R,6S)-3,4-Dihydroxy-5,6-dimethoxy-tetrahydro-pyran-2-carboxylic acid methyl ester (31506-20-4) + methyl (methyl 3-O-methyl-α-D-glucopyranosid)uronate (31506-19-1) + (2S,3S,4S,5R,6S)-4-Hydroxy-3,5,6-trimethoxy-tetrahydro-pyran-2-carboxylic acid methyl ester (51433-24-0) + 1,2,3-tri-O-methyl-α-D-glucopyranuronic acid methyl ester (51433-21-7)

Guidance literature:

With antimony(III) chloride; In methanol; dichloromethane; at 20 ℃; for 2h; Further byproducts given;

DOI:10.1016/S0008-6215(99)00044-0

Reference yield:

1-O-methyl-α-D-glucopyranuronic acid methyl ester (18486-51-6,528584-66-9) + methyl iodide (74-88-4) → methyl (methyl 3-O-methyl-α-D-glucopyranosid)uronate (31506-19-1) + (2S,3S,4S,5R,6S)-4-Hydroxy-3,5,6-trimethoxy-tetrahydro-pyran-2-carboxylic acid methyl ester (51433-24-0) + Methyl uronate (31506-18-0) + 1,2,3,4-tetra-O-methyl-α-D-glucopyranuronic acid methyl ester (52729-97-2)

Guidance literature:

With silver(l) oxide; In methanol; for 1h; Further byproducts given. Title compound not separated from byproducts; Ambient temperature;

DOI:10.1007/BF00602451

Reference yield:

1-O-methyl-α-D-glucopyranuronic acid methyl ester (18486-51-6,528584-66-9) + methyl iodide (74-88-4) → (2S,3S,4S,5R,6S)-3,4-Dihydroxy-5,6-dimethoxy-tetrahydro-pyran-2-carboxylic acid methyl ester (31506-20-4) + methyl (methyl 3-O-methyl-α-D-glucopyranosid)uronate (31506-19-1) + (2S,3S,4S,5R,6S)-4-Hydroxy-3,5,6-trimethoxy-tetrahydro-pyran-2-carboxylic acid methyl ester (51433-24-0) + 1,2,3,4-tetra-O-methyl-α-D-glucopyranuronic acid methyl ester (52729-97-2)

Guidance literature:

With silver(l) oxide; In methanol; for 1h; Further byproducts given. Title compound not separated from byproducts; Ambient temperature;

DOI:10.1007/BF00602451

upstream raw materials:

1-O-methyl-α-D-glucopyranuronic acid methyl ester

methyl iodide

diazomethane

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