Albrassitriol

Base Information

• Chemical Name: Albrassitriol
• CAS No.: 110557-39-6
• Molecular Formula: C₁₅H₂₆O₃
• Molecular Weight: 254.37
• DSSTox Substance ID: DTXSID30149299
• Nikkaji Number: J750.819K
• Wikidata: Q83015045
• Mol file: 110557-39-6.mol

Synonyms:6-epi-albrassitriol;albrassitriol

Chemical Property of Albrassitriol

Chemical Property:

• XLogP3: 1.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 254.18819469
• Heavy Atom Count: 18
• Complexity: 374

Purity/Quality:

≥98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(C2C(CCCC2(C1(CO)O)C)(C)C)O
• Isomeric SMILES: CC1=C[C@@H]([C@@H]2[C@@]([C@]1(CO)O)(CCCC2(C)C)C)O

Technology Process of Albrassitriol

There total 19 articles about Albrassitriol 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: 83.0%

(4R,4aS,8aS)-4-Hydroxy-4-(hydroxymethyl)-3,4a,8,8-tetramethyl-4a,5,6,7,8,8a-hexahydronaphthalen-1(4H)-one (127681-58-7) → (-)-epi-Albrassitriol (110557-39-6,178456-58-1)

Guidance literature:

With diisobutylaluminium hydride; In tetrahydrofuran; toluene; at 0 - 20 ℃; for 1h;

DOI:10.1055/s-2000-8225

Reference yield: 44.0%

(4R,4aS,8aS)-4-Hydroxy-4-(hydroxymethyl)-3,4a,8,8-tetramethyl-4a,5,6,7,8,8a-hexahydronaphthalen-1(4H)-one (127681-58-7) → (-)-epi-Albrassitriol (110557-39-6,178456-58-1) + (-)-Albrassitriol (110557-39-6,178456-58-1)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at 0 ℃; for 0.5h; Inert atmosphere;

DOI:10.1080/14786419.2012.706297

Reference yield: 44.0%

(4R,4aS,8aS)-4-Hydroxy-4-(hydroxymethyl)-3,4a,8,8-tetramethyl-4a,5,6,7,8,8a-hexahydronaphthalen-1(4H)-one (127681-58-7) → (-)-epi-Albrassitriol (110557-39-6,178456-58-1) + (-)-Albrassitriol (110557-39-6,178456-58-1)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at 0 ℃; for 0.5h; Inert atmosphere;

DOI:10.1080/14786419.2012.706297

upstream raw materials:

(4R,4aS,8aS)-4-Hydroxy-4-(hydroxymethyl)-3,4a,8,8-tetramethyl-4a,5,6,7,8,8a-hexahydronaphthalen-1(4H)-one

((1S,4aS,8aR)-2,5,5,8a-Tetramethyl-4-oxo-1,4,4a,5,6,7,8,8a-octahydronaphthalen-1-yl)methyl acetate

(4aS,8aS)-3,4a,8,8-Tetramethyl-4-methylene-4a,5,6,7,8,8a-hexahydronaphthalen-1(4H)-one

(4S,4aR,8aS)-4-(Hydroxymethyl)-3,4a,8,8-tetramethyl-4a,5,6,7,8,8a-hexahydronaphthalen-1(4H)-one