8a-methyl-2,3,4,6,7,8-hexahydro-1H-naphthalene-1,6-diol

Base Information

• Chemical Name: 8a-methyl-2,3,4,6,7,8-hexahydro-1H-naphthalene-1,6-diol
• CAS No.: 100052-83-3
• Molecular Formula: C₁₁H₁₈O₂
• Molecular Weight: 182.263
• DSSTox Substance ID: DTXSID50399991
• Mol file: 100052-83-3.mol

Synonyms:100052-83-3;1,6-Naphthalenediol, 1,2,3,4,6,7,8,8a-octahydro-8a-methyl-;8a-methyl-2,3,4,6,7,8-hexahydro-1H-naphthalene-1,6-diol;DTXSID50399991;AKOS024324922;8a-methyl-1,2,3,4,6,7,8,8a-octahydro-1,6-naphthalenediol

Chemical Property of 8a-methyl-2,3,4,6,7,8-hexahydro-1H-naphthalene-1,6-diol

Chemical Property:

• XLogP3: 1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 182.130679813
• Heavy Atom Count: 13
• Complexity: 234

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCC(C=C1CCCC2O)O

Technology Process of 8a-methyl-2,3,4,6,7,8-hexahydro-1H-naphthalene-1,6-diol

There total 1 articles about 8a-methyl-2,3,4,6,7,8-hexahydro-1H-naphthalene-1,6-diol 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:

(S)-8a-methyl-3,4,8,8a-tetrahydro-2H,7H-naphthalene-1,6-dione (33878-99-8) → (4aS,5S)-4,4a,5,6,7,8-hexahydro-5-hydroxy-4a-methylnaphthalen-2(3H)-one (878-47-7,4242-00-6,34996-06-0,50302-16-4,70191-02-5,34996-05-9) + 8ac-Methyl-1,2,3,4,6,7,8,8a-octahydro-naphthalin-1r,6ξ-diol (65083-11-6,100052-83-3,118917-72-9,118918-56-2,128574-75-4,128574-76-5)

Guidance literature:

With sodium tetrahydroborate; In methanol; dichloromethane; at -78 ℃; Title compound not separated from byproducts;

Reference yield: 46.0%

8a-Methyl-1,2,3,4,6,7,8,8a-octahydro-naphthalene-1,6-diol (100052-83-3) → (±)-4a,5-cis-(5-hydroxy-4a-methyl-4,4 a,5,6,7,8-hexahydronaphthalen-2(3H)-one) (4242-00-6)

Guidance literature:

With manganese(IV) oxide; In chloroform; for 8h;

DOI:10.1016/S0040-4020(98)83052-4

Reference yield:

benzyl bromide (100-39-0) + (S)-8a-Methyl-1,2,3,4,6,7,8,8a-octahydro-naphthalene-1,6-diol (65083-11-6,100052-83-3,118917-72-9,118918-56-2,128574-75-4,128574-76-5) → C25H30O2 (949587-27-3)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; sodium hydride; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1021/jo0709100

upstream raw materials:

(S)-8a-methyl-3,4,8,8a-tetrahydro-2H,7H-naphthalene-1,6-dione

Downstream raw materials:

(±)-4a,5-cis-(5-hydroxy-4a-methyl-4,4 a,5,6,7,8-hexahydronaphthalen-2(3H)-one)

(4'aS,8'aS)-4'a-Methyl-6'-phenylselanyl-hexahydro-spiro[[1,3]dioxolane-2,2'-naphthalen]-5'-one

(4'aR,8'aR)-6'-[1,3]Dioxolan-2-yl-4'a-methyl-6'-phenylselanyl-7'-vinyl-hexahydro-spiro[[1,3]dioxolane-2,2'-naphthalen]-5'-one

C₂₅H₃₀O₂

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