3-O-Carboxymethyl-1,2,5,6-di-O-isopropylidene-alpha-D-glucofuranose

Base Information

• Chemical Name: 3-O-Carboxymethyl-1,2,5,6-di-O-isopropylidene-alpha-D-glucofuranose
• CAS No.: 64697-82-1
• Molecular Formula: C14H22 O8
• Molecular Weight: 318.3197

Synonyms:3-O-Carboxymethyl-1,2,5,6-di-O-isopropylidene-alpha-D-glucofuranose;64697-82-1;2-[[(5R,6S)-5-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-6-yl]oxy]acetic acid;1,2:5,6-Bis-O-(1-methylethylidene)-3-O-(carboxymethyl)-alpha-D-glucofuranose;alpha-D-Glucofuranose, 1,2:5,6-bis-O-(1-methylethylidene)-3-O-(carboxymethyl)-;LS-71404

Chemical Property of 3-O-Carboxymethyl-1,2,5,6-di-O-isopropylidene-alpha-D-glucofuranose

Chemical Property:

• Vapor Pressure: 2.92E-09mmHg at 25°C
• Boiling Point: 447.6°Cat760mmHg
• PKA: 3.25±0.10(Predicted)
• Flash Point: 163.3°C
• PSA: 92.68000
• Density: 1.33g/cm³
• LogP: 0.48410
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 4
• Exact Mass: 318.13146766
• Heavy Atom Count: 22
• Complexity: 448

Purity/Quality:

3-O-Carboxymethyl-1,2,5,6-di-O-isopropylidene-alpha-D-glucofuranose ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(OCC(O1)C2C(C3C(O2)OC(O3)(C)C)OCC(=O)O)C
• Isomeric SMILES: CC1(OC[C@@H](O1)[C@@H]2[C@@H](C3C(O2)OC(O3)(C)C)OCC(=O)O)C

Technology Process of 3-O-Carboxymethyl-1,2,5,6-di-O-isopropylidene-alpha-D-glucofuranose

There total 10 articles about 3-O-Carboxymethyl-1,2,5,6-di-O-isopropylidene-alpha-D-glucofuranose 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: 100.0%

1,2:5,6-di-O-isopropylidene-3-O-(methoxycarbonylmethyl)-α-D-glucofuranose → 1,2:5,6-di-O-isopropylidene-3-O-(carboxymethyl)-α-D-glucofuranose (64697-82-1)

Guidance literature:

With sodium hydroxide; for 1.5h; Heating;

DOI:10.1016/S0008-6215(01)00260-9

Reference yield: 100.0%

(-)-1,2:5,6-Di-O-isopropylidene-3-O-(ethoxycarbonyl)methyl-α-D-glucofuranose (61865-36-9,84708-52-1) → (-)-1,2:5,6-Di-O-isopropylidene-3-O-carboxymethyl-α-D-glucofuranose (64697-82-1)

Guidance literature:

With sodium hydroxide; for 1h; Heating;

Reference yield: 99.0%

[(3aR,5R,6S,6aR)-5-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yloxy]-acetic acid ethyl ester (84708-52-1) → 1,2:5,6-di-O-isopropylidene-4-O-carboxymethyl-α-D-glucofuranose (64697-82-1)

Guidance literature:

With sodium hydroxide; for 1h; Heating;

DOI:10.2533/chimia.2006.286

upstream raw materials:

1,2:5,6-diacetone-D-glucose

(-)-1,2:5,6-Di-O-isopropylidene-3-O-(ethoxycarbonyl)methyl-α-D-glucofuranose

1,2:5,6-di-O-isopropylidene-α-D-glucofuranose

(3aR,4R,5R,6S,6aR) [5-(2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-yloxy]acetic acid methyl ester

Downstream raw materials:

N²-<(1,2-O-isopropylidene-α-D-glucofuranos-3-O-yl)acetyl>-L-lysin-4-acetamidoanilide 4-toluenesulfonate

Benzyl N-<(1,2:5,6-Di-O-isopropylidene-α-D-glucofuranos-3-O-yl)acetyl>-L-alaninate

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