(1R,2R)-2-methyl-1,2-dihydronaphthalen-1-ol

Base Information

• Chemical Name: (1R,2R)-2-methyl-1,2-dihydronaphthalen-1-ol
• CAS No.: 503624-63-3
• Molecular Formula: C11H12O
• Molecular Weight: 160.21238
• DSSTox Substance ID: DTXSID60460080
• Nikkaji Number: J1.122.244G
• Wikidata: Q82283993
• Mol file: 503624-63-3.mol

Synonyms:503624-63-3;(1R,2R)-2-methyl-1,2-dihydronaphthalen-1-ol;1-Naphthalenol, 1,2-dihydro-2-methyl-, (1R,2R)- (9CI);DTXSID60460080

Chemical Property of (1R,2R)-2-methyl-1,2-dihydronaphthalen-1-ol

Chemical Property:

• PSA: 20.23000
• LogP: 2.38290
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 160.088815002
• Heavy Atom Count: 12
• Complexity: 185

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1C=CC2=CC=CC=C2C1O
• Isomeric SMILES: C[C@@H]1C=CC2=CC=CC=C2[C@@H]1O

Technology Process of (1R,2R)-2-methyl-1,2-dihydronaphthalen-1-ol

There total 49 articles about (1R,2R)-2-methyl-1,2-dihydronaphthalen-1-ol 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: 99.0%

1,4-dihydronaphthalene-1,4-epoxide (573-57-9) → (1SR,2SR)-2-methyl-1,2-dihydronaphthalen-1-ol (503624-63-3)

Guidance literature:

In tetrahydrofuran; for 16h; Heating;

DOI:10.1021/ja037550s

Reference yield: 99.0%

2-vinylbenzaldehyde (28272-96-0) + (Z)-2-(but-2-enyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (69611-01-4) → (1R,2R)-2-methyl-1,2-dihydronaphthalen-1-ol (503624-63-3)

Guidance literature:

With (R)-3,3'-bis(2,4,6-triisopropylphenyl)-1,1'-binaphthyl-2,2'-diylhydrogenphosphate; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In toluene; at -30 - 20 ℃; enantioselective reaction;

DOI:10.1002/adsc.201201095

Reference yield: 99.0%

1,4-dihydronaphthalene-1,4-epoxide (573-57-9) + trimethylaluminum (75-24-1) → trans-1-hydroxy-2-methyl-1,2-dihydronaphthalene (54226-01-6,503624-63-3)

Guidance literature:

With copper(I) thiophene-2-carboxylate; (4S,5R)-4,5-diphenyl-N,N-bis((S)-1-phenylethyl)-1,3,2-dioxaphospholan-2-amine; (4S,5R)-4,5-diphenyl-N,N-bis((S)-1-phenylethyl)-1,3,2-dioxaphospholan-2-amine; In n-heptane; tert-butyl methyl ether; at 20 ℃; Inert atmosphere;

DOI:10.1002/adsc.201600368

upstream raw materials:

1,4-dihydronaphthalene-1,4-epoxide

dimethyl zinc(II)

methylmagnesium bromide

trimethylaluminum