Laminitol

Base Information

• Chemical Name: Laminitol
• CAS No.: 472-95-7
• Molecular Formula: C₇H₁₄O₆
• Molecular Weight: 194.185
• NSC Number: 55550
• DSSTox Substance ID: DTXSID60963768
• Wikidata: Q82945678
• Mol file: 472-95-7.mol

Synonyms:laminitol

Chemical Property of Laminitol

Chemical Property:

• Vapor Pressure: 0.00028mmHg at 25°C
• Boiling Point: 287.4°Cat760mmHg
• Flash Point: 137.6°C
• Density: 1.818g/cm³
• XLogP3: -3.5
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 0
• Exact Mass: 194.07903816
• Heavy Atom Count: 13
• Complexity: 179

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1(C(C(C(C(C1O)O)O)O)O)O

Technology Process of Laminitol

There total 4 articles about Laminitol 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: 98.0%

laminitol orthoformate → laminitol (472-95-7,472-96-8,564-92-1,2302-41-2,40788-89-4,52795-36-5,52795-37-6,134680-68-5,134680-69-6,143393-87-7)

Guidance literature:

With trifluoroacetic acid; In water; at 20 ℃; for 1h;

DOI:10.1016/j.tet.2005.02.073

Reference yield:

4,6-di-O-benzyl-epi-inosose 1,3,5-orthoformate → laminitol (472-95-7,472-96-8,564-92-1,2302-41-2,40788-89-4,52795-36-5,52795-37-6,134680-68-5,134680-69-6,143393-87-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 88 percent / diethyl ether / 0 - 20 °C

2: 98 percent / hydrogen / Pd(OH)2 on carbon / methanol / 6 h / 1551.44 Torr

3: 98 percent / trifluoroacetic acid / H₂O / 1 h / 20 °C

With hydrogen; trifluoroacetic acid; palladium hydroxide - carbon; In methanol; diethyl ether; water;

DOI:10.1016/j.tet.2005.02.073

Reference yield:

(1S,3R,5R,6S,7S,8R,9R)-8,9-Bis-benzyloxy-2,4,10-trioxa-tricyclo[3.3.1.13,7]decan-6-ol → laminitol (472-95-7,472-96-8,564-92-1,2302-41-2,40788-89-4,52795-36-5,52795-37-6,134680-68-5,134680-69-6,143393-87-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 92 percent / oxalyl chloride; dimethylsulfoxide; triethylamine / CH₂Cl₂ / -78 - 20 °C

2: 88 percent / diethyl ether / 0 - 20 °C

3: 98 percent / hydrogen / Pd(OH)2 on carbon / methanol / 6 h / 1551.44 Torr

4: 98 percent / trifluoroacetic acid / H₂O / 1 h / 20 °C

With oxalyl dichloride; hydrogen; dimethyl sulfoxide; triethylamine; trifluoroacetic acid; palladium hydroxide - carbon; In methanol; diethyl ether; dichloromethane; water;

DOI:10.1016/j.tet.2005.02.073

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