(1S,2S)-1,2-Dihydroxy-1,2,3,4-tetrahydronaphthalene

Base Information

• Chemical Name: (1S,2S)-1,2-Dihydroxy-1,2,3,4-tetrahydronaphthalene
• CAS No.: 23190-43-4
• Molecular Formula: C₁₀H₁₂O₂
• Molecular Weight: 164.204
• Hs Code.: 2907299090
• European Community (EC) Number: 632-578-0
• DSSTox Substance ID: DTXSID30447580
• Nikkaji Number: J259.477C
• Wikidata: Q82266451
• Mol file: 23190-43-4.mol

Synonyms:23190-43-4;(1S,2S)-1,2,3,4-TETRAHYDRONAPHTHALENE-1,2-DIOL;(1S,2S)-1,2-Dihydroxy-1,2,3,4-tetrahydronaphthalene;trans-Tetralin-1,2-Diol;(1S,2S)-trans-1,2,3,4-Tetrahydro-1,2-naphthalenediol;DTXSID30447580;KMQJJAOZMONGLS-UWVGGRQHSA-N;(1S)-Tetralin-1alpha,2beta-diol;1,2,3,4-Tetrahydro-1,2-naphthalenediol, (E)-;(1S,2S)-trans-1,2,3,4-Tetrahydro-1,2-naphthalenediol, >=96.0% (HPCE/HPLC)

Chemical Property of (1S,2S)-1,2-Dihydroxy-1,2,3,4-tetrahydronaphthalene

Chemical Property:

• PSA: 40.46000
• LogP: 1.02710
• Storage Temp.: 2-8°C
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 164.083729621
• Heavy Atom Count: 12
• Complexity: 158

Purity/Quality:

99% ^*data from raw suppliers

(1S,2S)-TRANS-1,2,3,4-TETRAHYDRO-1,2-NAPHTHALENEDIOL 95.00% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2=CC=CC=C2C(C1O)O
• Isomeric SMILES: C1CC2=CC=CC=C2[C@@H]([C@H]1O)O

Technology Process of (1S,2S)-1,2-Dihydroxy-1,2,3,4-tetrahydronaphthalene

There total 61 articles about (1S,2S)-1,2-Dihydroxy-1,2,3,4-tetrahydronaphthalene 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: 85.0%

2-hydroxy-1-tetralone (64559-97-3) → cis-1,2-dihydroxy-1,2,3,4-tetrahydronaphthalene (14211-53-1,23190-43-4,41137-14-8,57495-92-8,57496-61-4,89920-57-0,95910-43-3,95910-44-4,21016-53-5) + trans-naphthalene-1,2,3,4-tetrahydro-1,2-diol (14211-53-1)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 0 - 5 ℃;

DOI:10.1002/adsc.200600331

Reference yield: 84.0%

cis-1,2-dihydroxy-1,2-dihydronaphthalene (771-16-4,7234-04-0,13011-97-7,19216-89-8,31966-70-8,51268-88-3,62697-15-8,81655-35-8,90365-29-0) → cis-1,2-dihydroxy-1,2,3,4-tetrahydronaphthalene (14211-53-1,23190-43-4,41137-14-8,57495-92-8,57496-61-4,89920-57-0,95910-43-3,95910-44-4,21016-53-5)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; for 5h;

DOI:10.1021/jo2020483

Reference yield: 83.0%

2-hydroxy-1-tetralone (64559-97-3) → (1S,2R)-cis-1,2-dihydroxy-1,2,3,4-tetrahydronaphthalene (89920-57-0) + (1R,2R)-trans-1,2-dihydroxy-1,2,3,4-tetrahydronaphthalene (57496-61-4,14211-53-1,21016-53-5,23190-43-4,41137-14-8,57495-92-8,89920-57-0,95910-43-3,95910-44-4) + (R)-(+)-2-hydroxy-3,4-dihydro-2H-naphthalen-1-one (140134-31-2)

Guidance literature:

With D-glucose; In ethanol; water; at 30 ℃; for 288h;

DOI:10.1002/adsc.200600331

upstream raw materials:

(-)-(1R,2R)-trans-2-bromo-1-(2-methoxy-2-phenyl-2-trifluoromethylacetoxy)-1,2,3,4-tetrahydronaphthalene

1a,2,3,7b-tetrahydronaphtho[1,2-b]oxirene

(-)-(S)-1,2,3,4-tetrahydro-1-oxonaphthalen-2-yl acetate

(2S)-1-oxo-2-hydroxy-1,2,3,4-tetrahydronaphthalene

Downstream raw materials:

2-(2-carboxyethyl)benzoic acid

1,2,3,4-tetrahydronaphthalen-2-one

2-(3-oxopropyl)benzaldehyde

(1S,2R)-cis-1,2-dihydroxy-1,2,3,4-tetrahydronaphthalene