Methyl 1,2,3,4-Tetra-O-isobutyryl-b-D-glucopyranuronate

Base Information

• Chemical Name: Methyl 1,2,3,4-Tetra-O-isobutyryl-b-D-glucopyranuronate
• CAS No.: 150607-94-6
• Molecular Formula: C₂₃H₃₆O₁₁
• Molecular Weight: 488.532
• Hs Code.: 2940000080
• Mol file: 150607-94-6.mol

Synonyms:3,4,5,6-Tetrakis-isobutyryloxy-tetrahydro-pyran-2-carboxylic Acid Methyl Ester;Methyl 1,2,3,4-Tetra-O-isobutyryl-b-D-glucopyranuronate;Methyl 1,2,3,4-Tetra-O-isobutyryl--D-glucopyranuronate

Chemical Property of Methyl 1,2,3,4-Tetra-O-isobutyryl-b-D-glucopyranuronate

Chemical Property:

• Boiling Point: 499.3±45.0 °C(Predicted)
• PSA: 140.73000
• Density: 1.18±0.1 g/cm3(Predicted)
• LogP: 1.78690
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform, Ethyl Acetate

Purity/Quality:

97% ^*data from raw suppliers

Methyl 1,2,3,4-Tetra-O-isobutyryl-b-D-glucopyranuronate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: Methyl 1,2,3,4-Tetra-O-isobutyryl-β-D-glucopyranuronate (cas# 150607-94-6) is a compound useful in organic synthesis.

Technology Process of Methyl 1,2,3,4-Tetra-O-isobutyryl-b-D-glucopyranuronate

There total 6 articles about Methyl 1,2,3,4-Tetra-O-isobutyryl-b-D-glucopyranuronate 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: 59.0%

methanol (67-56-1) + D-glucurono-6,3-lactone (63-29-6,487-44-5,575-64-4,14362-29-9,18281-92-0,26623-21-2) + isobutyryl chloride (79-30-1) → methyl 1,2,3,4-tetra-O-isobutyryl-β-D-glucopyranuronate (150607-94-6)

Guidance literature:

methanol; D-glucurono-6,3-lactone; With acetic acid; triethylamine;

isobutyryl chloride; With pyridine; In dichloromethane; at 40 ℃;

DOI:10.1016/j.tet.2009.10.113

Reference yield: 59.0%

3,5,6-trihydroxy-tetrahydro-furo[3,2-b]furan-2-one + methanol (67-56-1) + isobutyryl chloride (79-30-1) → methyl 1,2,3,4-tetra-O-isobutyryl-β-D-glucopyranuronate (150607-94-6) + methyl 1,2,3,4-tetra-O-isobutyryl-α-D-glucopyranuronate

Guidance literature:

3,5,6-trihydroxy-tetrahydro-furo[3,2-b]furan-2-one; methanol; With triethylamine;

With acetic acid; In methanol;

isobutyryl chloride; With pyridine;

DOI:10.1016/j.tetlet.2007.01.127

Reference yield: 49.0%

methyl D-glucopyranuronate (82228-14-6) + isobutyryl chloride (79-30-1) → methyl 1,2,3,4-tetra-O-isobutyryl-β-D-glucopyranuronate (150607-94-6)

Guidance literature:

With pyridine;

DOI:10.1016/0040-4039(95)01786-H

upstream raw materials:

methyl D-glucopyranuronate

isobutyryl chloride

methanol

D-(+)-glucuronic acid γ-lactone

Downstream raw materials:

C₄₃H₅₃NO₁₃

Dihydromorphine 6-β-D-glucuronide

Methyl (phenyl 2,3,4-tri-O-isobutyryl-1-thio-β-D-glucopyranosid)uronate

(4S,5R)-bis-isobutyryloxy-(6S)-(2-phenylethyloxy)-tetrahydropyran-(2S)-carboxylic acid methyl ester

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