Valienol

Base Information

• Chemical Name: Valienol
• CAS No.: 111136-25-5
• Molecular Formula: C7H12 O5
• Molecular Weight: 176.169
• UNII: J5344DZ89S
• DSSTox Substance ID: DTXSID50415342
• Nikkaji Number: J1.316.242E
• Wikipedia: Valienol
• Wikidata: Q7911688
• Metabolomics Workbench ID: 100167
• ChEMBL ID: CHEMBL1233349
• Mol file: 111136-25-5.mol

Synonyms:C(7)-cyclitol;valienamine;valienol

Chemical Property of Valienol

Chemical Property:

• XLogP3: -2.9
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 176.06847348
• Heavy Atom Count: 12
• Complexity: 190

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C(C(C(C1O)O)O)O)CO
• Isomeric SMILES: C1=C([C@H]([C@@H]([C@H]([C@H]1O)O)O)O)CO

Technology Process of Valienol

There total 34 articles about Valienol 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: 97.0%

C22H42O8Si (1326704-73-7) → α-valienol (111136-25-5)

Guidance literature:

With water; trifluoroacetic acid; at 20 ℃; for 0.0833333h;

DOI:10.1016/j.tet.2011.06.028

Reference yield: 96.0%

Acetic acid (1S,2R,5S,6S)-5,6-diacetoxy-2-hydroxy-3-hydroxymethyl-cyclohex-3-enyl ester (853234-40-9) → α-valienol (111136-25-5)

Guidance literature:

With sodium methylate; In methanol;

DOI:10.1016/j.tetlet.2005.03.087

Reference yield: 92.0%

5,5a-didehydro-2,3,4,6-tetra-O-(ethoxymethyl)-5a-carba-α-D-xylohexopyranose (1323271-65-3) → α-valienol (111136-25-5)

Guidance literature:

With trifluoroacetic acid; In water; at 20 ℃; for 0.5h;

DOI:10.1055/s-0030-1260547

upstream raw materials:

(1SR,2SR,3SR,4RS)-5-[(acetyloxy)methyl]cyclohex-5-ene-1,2,3,4-tetrayl tetraacetate

DL-(1,3/2)-1,2,3-tri-O-acetyl-4-methylene-5-cyclohexene-1,2,3-triol

DL-tri-O-acetyl-(1,3/2,6)-6-bromo-4-bromomethyl-4-cyclohexene-1,2,3-triol

(1R,4S,5S,6S)-4,5,6-Tris-(tert-butyl-dimethyl-silanyloxy)-2-hydroxymethyl-cyclohex-2-enol

Downstream raw materials:

7-O-acetyl-streptol

DL-(1,2,4,5/3)-5-acetoxymethyl-1,2,3,4-tetra-acetoxycyclohexane