syn-Phenanthrene-1,2-diol-3,4-epoxide

Base Information

Chemical Name:syn-Phenanthrene-1,2-diol-3,4-epoxide
CAS No.:67694-87-5
Molecular Formula:C14H12O3
Molecular Weight:228.2433
Hs Code.:
DSSTox Substance ID:DTXSID20987041
Wikidata:Q82975190

Synonyms:syn-Phenanthrene-1,2-diol-3,4-epoxide;CCRIS 2968;67694-87-5;1a-alpha,2-alpha,3-beta,9c-alpha-Tetrahydrophenanthro(3,4-b)oxirene-2,3-diol;Phenanthro(3,4-b)oxirene-2,3-diol, 1a,2,3,9c-tetrahydro-, (1a-alpha,2-alpha,3-beta,9c-alpha)-;DTXSID20987041;LS-102963;1a,2,3,9c-Tetrahydrophenanthro[3,4-b]oxirene-2,3-diol

Suppliers and Price of syn-Phenanthrene-1,2-diol-3,4-epoxide

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

American Custom Chemicals Corporation
SYN-PHENANTHRENE-1,2-DIOL-3,4-EPOXIDE 95.00%
5MG
$ 504.15

Total 5 raw suppliers

Chemical Property of syn-Phenanthrene-1,2-diol-3,4-epoxide

Chemical Property:

Vapor Pressure:4.61E-10mmHg at 25°C
Boiling Point:481°Cat760mmHg
Flash Point:244.7°C
PSA：52.99000
Density:1.48g/cm³
LogP:1.68760
XLogP3:1
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:0
Exact Mass:228.078644241
Heavy Atom Count:17
Complexity:319

Purity/Quality:

99% ^*data from raw suppliers

SYN-PHENANTHRENE-1,2-DIOL-3,4-EPOXIDE 95.00% ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:C1=CC=C2C(=C1)C=CC3=C2C4C(O4)C(C3O)O
Isomeric SMILES:C1=CC=C2C(=C1)C=CC3=C2[C@H]4[C@H](O4)[C@H]([C@@H]3O)O

Technology Process of syn-Phenanthrene-1,2-diol-3,4-epoxide

There total 13 articles about syn-Phenanthrene-1,2-diol-3,4-epoxide 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%

: (7R,7aS,10aS,11S)-11-Bromo-7-hydroxy-7,7a,10a,11-tetrahydro-phenanthro[2,3-d][1,3]dioxol-9-one

: 67694-87-5,67737-62-6,72074-68-1,72074-69-2,75947-56-7,77123-21-8,77123-22-9
anti-1,2-trans-dihydroxy-3,4-epoxy-1,2,3,4-tetrahydrophenanthrene

Guidance literature:: With sodium hydroxide; In 1,4-dioxane; water;
DOI:10.1021/ja00176a062

Reference yield:

: 42768-98-9
1-bromo-2-naphthyl p-toluenesulfonate

: 67694-87-5,67737-62-6,72074-68-1,72074-69-2,75947-56-7,77123-21-8,77123-22-9
anti-1,2-trans-dihydroxy-3,4-epoxy-1,2,3,4-tetrahydrophenanthrene

Guidance literature:: Multi-step reaction with 6 steps

1: n-BuLi / tetrahydrofuran / 4 h / -78 - 20 °C

2: H₂ / PtO₂ / benzene; ethanol / 4 h / Ambient temperature

3: BF₃*Et₂O, EtSH / CH₂Cl₂ / 6 h / 0 °C

4: 98 percent

5: 75 percent / BBr₃ / -20 °C

6: 83 percent / NaOH / dioxane; H₂O

With sodium hydroxide; n-butyllithium; boron trifluoride diethyl etherate; hydrogen; boron tribromide; ethanethiol; platinum(IV) oxide; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water; benzene;
DOI:10.1021/ja00176a062

Reference yield:

: 42768-98-9
1-bromo-2-naphthyl p-toluenesulfonate

: 67694-87-5,67737-62-6,72074-68-1,72074-69-2,75947-56-7,77123-21-8,77123-22-9
syn-1,2-trans-dihydroxy-3,4-epoxy-1,2,3,4-tetrahydrophenanthrene

Guidance literature:: Multi-step reaction with 7 steps

1: n-BuLi / tetrahydrofuran / 4 h / -78 - 20 °C

2: H₂ / PtO₂ / benzene; ethanol / 4 h / Ambient temperature

3: BF₃*Et₂O, EtSH / CH₂Cl₂ / 6 h / 0 °C

4: 98 percent

5: 75 percent / BBr₃ / -20 °C

6: Cr(ClO₄)2, ethylenediamine / dimethylformamide / 0.33 h / 0 °C

7: 1.) N-bromoacetamide (NBA), H₂O, 2.) KO-t-Bu / 1.) THF

With n-butyllithium; chromium(II) perchlorate; boron trifluoride diethyl etherate; potassium tert-butylate; water; hydrogen; boron tribromide; ethylenediamine; ethanethiol; N-bromoacetamide; platinum(IV) oxide; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1021/ja00176a062