(1S)-1-[(3aR,5R,6S,6aR)-6-methoxyspiro[3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxole-2,1'-cyclohexane]-5-yl]ethane-1,2-diol

Base Information

• Chemical Name: (1S)-1-[(3aR,5R,6S,6aR)-6-methoxyspiro[3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxole-2,1'-cyclohexane]-5-yl]ethane-1,2-diol
• CAS No.: 13322-87-7
• Molecular Formula: C13H22 O6
• Molecular Weight: 274.314
• Hs Code.: 29400090
• DSSTox Substance ID: DTXSID50474555
• Wikidata: Q82304638
• Mol file: 13322-87-7.mol

Synonyms:13322-87-7;(1S)-1-[(3aR,5R,6S,6aR)-6-methoxyspiro[3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxole-2,1'-cyclohexane]-5-yl]ethane-1,2-diol;1,2-O-Cyclohexylidene-3-O-methyl-alpha-D-glucofuranose;DTXSID50474555;(1S)-1-[(3aR,5R,6S,6aR)-6-methoxy-5-spiro[3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxole-2,1'-cyclohexane]yl]ethane-1,2-diol;CID 11921384;A806580;1,2-O-Cyclohexane-1,1-diyl-3-O-methyl-beta-L-idofuranose

Chemical Property of (1S)-1-[(3aR,5R,6S,6aR)-6-methoxyspiro[3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxole-2,1'-cyclohexane]-5-yl]ethane-1,2-diol

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 98-102 °C
• Refractive Index: 1.541
• Boiling Point: 440.4°Cat760mmHg
• Flash Point: 220.1°C
• PSA: 77.38000
• Density: 1.3g/cm³
• LogP: 0.15530
• XLogP3: 0
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 274.14163842
• Heavy Atom Count: 19
• Complexity: 316

Purity/Quality:

98%min ^*data from raw suppliers

1,2-O-Cyclohexylidene-3-O-methyl-a-D-glucofuranose ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1C2C(OC1C(CO)O)OC3(O2)CCCCC3
• Isomeric SMILES: CO[C@@H]1[C@@H]2[C@H](O[C@@H]1[C@H](CO)O)OC3(O2)CCCCC3

Technology Process of (1S)-1-[(3aR,5R,6S,6aR)-6-methoxyspiro[3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxole-2,1'-cyclohexane]-5-yl]ethane-1,2-diol

There total 2 articles about (1S)-1-[(3aR,5R,6S,6aR)-6-methoxyspiro[3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxole-2,1'-cyclohexane]-5-yl]ethane-1,2-diol 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: 55.0%

1,2;5,6-Di-O-cyclohexylidene-3-O-methyl-α-D-glucofuranose (13440-19-2) → 1,2-O-Cyclohexylidene-3-O-methyl-α-D-glucofuranose (13322-87-7)

Guidance literature:

With potassium hydroxide; In acetic acid; for 0.5h;

DOI:10.1007/BF00767389

Reference yield:

→ 1,2-O-Cyclohexylidene-3-O-methyl-α-D-glucofuranose (13322-87-7)

Guidance literature:

1,2:5,6-Di-O-cyclohexyliden-3-O-methyl-α-D-glucofuranose, Eg.;

Reference yield: 90.0%

1,2-O-Cyclohexylidene-3-O-methyl-α-D-glucofuranose (13322-87-7) + p-toluenesulfonyl chloride (98-59-9) → C27H34O10S2

Guidance literature:

With sodium hydroxide; 15-crown-5; In benzene; for 3h; Ambient temperature;

upstream raw materials:

1,2;5,6-Di-O-cyclohexylidene-3-O-methyl-α-D-glucofuranose

Downstream raw materials:

C₂₅H₃₂N₂O₆

3-O-methyl-6-O-trityl-1,2-O-cyclohexylidene-α-D-glucofuranose

3-O-methyl-6-n-toluolsulfonyl-1,2-O-cyclohexylidene-α-D-glucofuranose

Refernces