(3Ar,5S,6S,6aR)-6-[[(3aR,5S,6S,6aR)-6-hydroxyspiro[3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxole-2,1'-cyclohexane]-5-yl]-hydroxymethoxy]spiro[3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxole-2,1'-cyclohexane]-5-carbaldehyde

Base Information

• Chemical Name: (3Ar,5S,6S,6aR)-6-[[(3aR,5S,6S,6aR)-6-hydroxyspiro[3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxole-2,1'-cyclohexane]-5-yl]-hydroxymethoxy]spiro[3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxole-2,1'-cyclohexane]-5-carbaldehyde
• CAS No.: 15356-27-1
• Molecular Formula: C₁₁H₁₆O₅
• Molecular Weight: 228.245
• DSSTox Substance ID: DTXSID80584176
• Mol file: 15356-27-1.mol

Synonyms:15356-27-1;(3Ar,5S,6S,6aR)-6-[[(3aR,5S,6S,6aR)-6-hydroxyspiro[3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxole-2,1'-cyclohexane]-5-yl]-hydroxymethoxy]spiro[3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxole-2,1'-cyclohexane]-5-carbaldehyde;1,2-O-Cyclohexylidene-alpha-D-xylopentodialdo-1,4-furanose dimer;DTXSID80584176;MFCD03093921;W-200131;1,2-O-Cyclohexylidene-alpha-D-xylopentodialdo-1,4-furanose dimer, 97%

Chemical Property of (3Ar,5S,6S,6aR)-6-[[(3aR,5S,6S,6aR)-6-hydroxyspiro[3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxole-2,1'-cyclohexane]-5-yl]-hydroxymethoxy]spiro[3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxole-2,1'-cyclohexane]-5-carbaldehyde

Chemical Property:

• Vapor Pressure: 2.32E-08mmHg at 25°C
• Melting Point: 187-191 °C(lit.)
• Refractive Index: 1.544
• Boiling Point: 408.1°C at 760 mmHg
• Flash Point: 162°C
• PSA: 64.99000
• Density: 1.33g/cm³
• LogP: 0.34690
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 4
• Exact Mass: 456.19954721
• Heavy Atom Count: 32
• Complexity: 705

Purity/Quality:

98%Min ^*data from raw suppliers

1,2-O-Cyclohexylidene-α-D-xylopentodialdo-1,4-furanose dimer 97% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC2(CC1)OC3C(C(OC3O2)C(O)OC4C(OC5C4OC6(O5)CCCCC6)C=O)O
• Isomeric SMILES: C1CCC2(CC1)O[C@@H]3[C@H]([C@H](O[C@@H]3O2)C(O)O[C@H]4[C@H](O[C@H]5[C@@H]4OC6(O5)CCCCC6)C=O)O

Technology Process of (3Ar,5S,6S,6aR)-6-[[(3aR,5S,6S,6aR)-6-hydroxyspiro[3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxole-2,1'-cyclohexane]-5-yl]-hydroxymethoxy]spiro[3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxole-2,1'-cyclohexane]-5-carbaldehyde

There total 4 articles about (3Ar,5S,6S,6aR)-6-[[(3aR,5S,6S,6aR)-6-hydroxyspiro[3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxole-2,1'-cyclohexane]-5-yl]-hydroxymethoxy]spiro[3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxole-2,1'-cyclohexane]-5-carbaldehyde 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:

1,2-O-cyclohexylidene-α-D-glucofuranose (16832-21-6) → 4,5-cyclohexylidenedioxy-3-hydroxytetrahydrofuran-2-carbaldehyde (15356-27-1)

Guidance literature:

With lead(IV) acetate; benzene;

DOI:10.1016/0040-4020(58)88017-5

Reference yield:

1,2-O-cyclohexylidene-α-D-glucofuranose (16832-21-6) + lead(IV) tetraacetate (546-67-8) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → 4,5-cyclohexylidenedioxy-3-hydroxytetrahydrofuran-2-carbaldehyde (15356-27-1)

Guidance literature:

DOI:10.1016/0040-4020(58)88017-5

Reference yield:

→ 1,2-O,O-Cyclohexyliden-α-D-xylopentadialdose (15356-27-1,22250-03-9)

Guidance literature:

1,2-O,O-Cyclohexyliden-α-D-glucofuranose in Bzl., Bleitetraacetat;

upstream raw materials:

1,2-O-cyclohexylidene-α-D-glucofuranose

lead(IV) tetraacetate

benzene