(5R,6S)-5,6-Decanediol

Base Information

• Chemical Name: (5R,6S)-5,6-Decanediol
• CAS No.: 3266-25-9
• Molecular Formula: C10H22O2
• Molecular Weight: 174.283
• DSSTox Substance ID: DTXSID501311160
• Nikkaji Number: J1.112.063F
• Mol file: 3266-25-9.mol

Synonyms:(5R,6S)-5,6-Decanediol;rel-(5R,6S)-5,6-Decanediol;DTXSID501311160;3266-25-9

Chemical Property of (5R,6S)-5,6-Decanediol

Chemical Property:

• XLogP3: 2.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 7
• Exact Mass: 174.161979940
• Heavy Atom Count: 12
• Complexity: 81.8

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCCCC(C(CCCC)O)O
• Isomeric SMILES: CCCC[C@H]([C@H](CCCC)O)O

Technology Process of (5R,6S)-5,6-Decanediol

There total 13 articles about (5R,6S)-5,6-Decanediol 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: 96.0%

(E)-5-decene (7433-56-9) → (+/-)-(5S,6S)-5,6-dihydroxydecane (3266-25-9,54884-84-3,58581-16-1,59367-33-8,99881-77-3,130932-13-7)

Guidance literature:

With 4-methyl-morpholine; osmium(VIII) oxide; dihydrogen peroxide; In acetone; at 20 ℃; for 7h;

DOI:10.1021/ja0035809

Reference yield: 53.0%

5-decyne (1942-46-7) → (+/-)-(5S,6S)-5,6-dihydroxydecane (3266-25-9,54884-84-3,58581-16-1,59367-33-8,99881-77-3,130932-13-7)

Guidance literature:

5-decyne; With borane-ammonia complex; In tetrahydrofuran; at 90 ℃; for 1h; Reflux;

With dihydrogen peroxide; sodium hydroxide; In tetrahydrofuran; water; at 0 - 20 ℃; for 3h;

DOI:10.1016/j.tetlet.2018.01.041

Reference yield: 17.0%

pentanal (110-62-3) → (+/-)-(5S,6S)-5,6-dihydroxydecane (3266-25-9,54884-84-3,58581-16-1,59367-33-8,99881-77-3,130932-13-7) + (5RS,6SR)-decane-5,6-diol (3266-25-9) + 2,4,5-tributyl-[1,3]dioxolane

Guidance literature:

With tert-butyl isocyanide; titanium dibromide; copper; In dichloromethane; at 0 ℃; for 18h;

DOI:10.1246/cl.2000.336

upstream raw materials:

cis-5-decene

(E)-5-decene

trioxo(N-tert-butylimido)osmium(VIII)

pentan-1-ol