rel-(1R,2S)-1,2,3,4-Tetrahydro-2-(phenylmethyl)-1-naphthalenol

Base Information

• Chemical Name: rel-(1R,2S)-1,2,3,4-Tetrahydro-2-(phenylmethyl)-1-naphthalenol
• CAS No.: 6261-33-2
• Molecular Formula: C₁₇H₁₈O
• Molecular Weight: 238.329
• DSSTox Substance ID: DTXSID901178847
• Mol file: 6261-33-2.mol

Synonyms:DTXSID901178847;rel-(1R,2S)-1,2,3,4-Tetrahydro-2-(phenylmethyl)-1-naphthalenol;6261-33-2

Chemical Property of rel-(1R,2S)-1,2,3,4-Tetrahydro-2-(phenylmethyl)-1-naphthalenol

Chemical Property:

• XLogP3: 3.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 238.135765193
• Heavy Atom Count: 18
• Complexity: 256

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CC2=CC=CC=C2C(C1CC3=CC=CC=C3)O
• Isomeric SMILES: C1CC2=CC=CC=C2[C@@H]([C@@H]1CC3=CC=CC=C3)O

Technology Process of rel-(1R,2S)-1,2,3,4-Tetrahydro-2-(phenylmethyl)-1-naphthalenol

There total 48 articles about rel-(1R,2S)-1,2,3,4-Tetrahydro-2-(phenylmethyl)-1-naphthalenol 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: 91.0%

1,2,3,4-Tetrahydro-1-naphthol (529-33-9) + benzyl alcohol (100-51-6,185532-71-2) → 2-benzyl-1,2,3,4,-tetrahydronaphthalen-1-ol (6261-33-2,6261-34-3,27019-10-9)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; rhodium(III) acetylacetonate; potassium hydroxide; In toluene; at 110 ℃; Sealed tube;

DOI:10.1002/adsc.201300061

Reference yield: 81.0%

1,2,3,4-Tetrahydro-1-naphthol (529-33-9) + benzyl alcohol (100-51-6,185532-71-2) → 2-benzyl-1-tetralone (132797-26-3,27019-08-5) + 2-benzyl-1,2,3,4,-tetrahydronaphthalen-1-ol (6261-33-2,6261-34-3,27019-10-9)

Guidance literature:

With C₂₈H₂₆ClN₆Ru⁽¹⁺⁾*F₆P^(1-); sodium isopropylate; In toluene; at 125 ℃; for 3h; Schlenk technique; Inert atmosphere; Sealed tube; Glovebox; Green chemistry;

DOI:10.1002/adsc.201700722

Reference yield: 73.0%

(E)-2-benzylidene-1-tetralone (6261-32-1) → trans-2-benzyl-1,2,3,4-tetrahydronaphthalene-1-ol (6261-33-2,6261-34-3,27019-10-9)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 2h; Heating;

DOI:10.1016/0040-4039(94)88006-9

upstream raw materials:

(1S,1'R,1''R,2S,5''R)-2-[phenyl-1'-(2''-azabicyclo[3.3.0]octane-2''-yl)methyl]-1,2,3,4-tetrahydro-1-naphthalinol

1-(3,4-dihydro-1-naphthalenyl)pyrrolidine

(1'R,1''R,2S,5''R)-2-[phenyl-1'-(2''-azabicyclo[3.3.0]octane-2''-yl)methyl]-1,2,3,4-tetrahydro-1-naphthalinone

1,2,3,4-Tetrahydro-1-naphthol

Downstream raw materials:

(S)-2-benzyl-1-tetralone

trans-2-benzyl-1,2,3,4-tetrahydronaphthalene-1-ol acetate

2Z-benzylidene-1,2,3,4-tetrahydronaphthalene

2-benzyl-1,4-dihydronaphthalene