Sclareol glycol

Base Information

• Chemical Name: Sclareol glycol
• CAS No.: 55881-96-4
• Deprecated CAS: 104235-52-1
• Molecular Formula: C16H30 O2
• Molecular Weight: 254.413
• European Community (EC) Number: 259-880-1
• DSSTox Substance ID: DTXSID50866517
• Nikkaji Number: J20.962G
• Mol file: 55881-96-4.mol

Synonyms:13,14,15,16-tetranorlabdan-8,12-diol;sclareol glycol;sclareol glycol, (1R-(1alpha,2beta,4abeta,8aalpha))-isomer;sclareol glycol, (1S-(1alpha,2alpha,4aalpha,8abeta))-isomer;sklareol glycol;sklareol-glycol

Chemical Property of Sclareol glycol

Chemical Property:

• Vapor Pressure: 3.77E-05mmHg at 25°C
• Melting Point: 131-132oC
• Boiling Point: 315.3°Cat760mmHg
• Flash Point: 132.8°C
• PSA: 40.46000
• Density: 0.97g/cm³
• LogP: 3.36240
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly, Sonicated), Ethyl Acetate (Slightly)
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 254.224580195
• Heavy Atom Count: 18
• Complexity: 312

Purity/Quality:

99.9% ^*data from raw suppliers

SclareolGlycol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CCCC2(C1CCC(C2CCO)(C)O)C)C
• Uses: Sclareol Glycol is a reversible activator of adenylate cyclase sclareol glycol (SG), a semisynthetic diterpene of the labdane family. Anti-hypoxia agent.

Technology Process of Sclareol glycol

There total 66 articles about Sclareol glycol 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%

(±)-sclareolide (1216-84-8) → 2-Hydroxy-2,5,5,8a-tetramethyl-1-(2-hydroxyethyl)-decahydronaphthalene (55881-96-4)

Guidance literature:

(±)-sclareolide; With lithium aluminium tetrahydride; In diethyl ether; at 0 ℃; for 1.25h; Heating / reflux;

With sodium hydroxide; water; In diethyl ether;

Reference yield: 85.0%

norisoambreinolide (564-20-5,1216-84-8,30450-17-0,58976-28-6,64090-92-2,67844-42-2,79768-41-5,79768-42-6,86688-27-9,86688-28-0,95406-08-9,98719-44-9,98719-46-1,131831-65-7,140851-80-5) → (+/-)-(1α,2β,4aβ,8aα)-decahydro-2-hydroxyl-2,5,5,8a-tetramethyl-1-naphthaleneethanol (10207-83-7,38419-75-9,41747-05-1,55881-96-4,64090-93-3,86023-44-1,86023-45-2,100679-84-3,105087-83-0,106035-74-9,106091-98-9,106091-99-0,122566-14-7,131831-64-6,131831-66-8,131831-67-9,131831-74-8)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; Ambient temperature;

DOI:10.1016/S0040-4039(00)79879-0

Reference yield:

1,2,3a,4,5,5a,6,7,8,9,9a,9b-dodecahydro-3a,6,6,9a-tetramethylnaphtho[2,1-b]furan + p-toluenesulfonyl chloride (98-59-9) → 2-Hydroxy-2,5,5,8a-tetramethyl-1-(2-hydroxyethyl)-decahydronaphthalene (55881-96-4)

Guidance literature:

With sodium hydroxide; tetrabutylammomium bromide; In water; toluene;

upstream raw materials:

p-toluenesulfonyl chloride

(±)-sclareolide

N,N-dimethylhomofarnesic acid amide

trans-syn-cis norambreinolide

Downstream raw materials:

(-)-norlabdane

(-)-ambroxide

Isoambrox

(-)-ambroxide

Refernces

• 1、 -. "PROCESS FOR PRODUCING (±)-3a,6,6,9a-TETRAMETHYL DODECAHYDRONAPHTHO[2,1-b]FURANS". Page/Page column 15. . Retrieved 2010/09/03.
• 2、 Barco, Achille,Benetti, Simonetta,Bianchi, Anna,Casolari, Alberto,Guarneri, Mario,Pollini, Gian P.. "Formal synthesis of (±)-Ambrox". . p. 8333 - 8338. Retrieved 2007/10/02.