(4abeta,9alpha,10alpha)-7-Bromo-9,10-epoxy-trans-1,2,3,4,4a,9,10,10a-octahydrophenanthrene

Base Information

• Chemical Name: (4abeta,9alpha,10alpha)-7-Bromo-9,10-epoxy-trans-1,2,3,4,4a,9,10,10a-octahydrophenanthrene
• CAS No.: 118354-49-7
• Molecular Formula: C₁₄H₁₅BrO
• Molecular Weight: 279.176
• DSSTox Substance ID: DTXSID801030266
• Mol file: 118354-49-7.mol

Synonyms:(4abeta,9alpha,10alpha)-7-Bromo-9,10-epoxy-trans-1,2,3,4,4a,9,10,10a-octahydrophenanthrene;118354-49-7;CCRIS 7428;DTXSID801030266

Chemical Property of (4abeta,9alpha,10alpha)-7-Bromo-9,10-epoxy-trans-1,2,3,4,4a,9,10,10a-octahydrophenanthrene

Chemical Property:

• Vapor Pressure: 4.15E-05mmHg at 25°C
• Boiling Point: 362°Cat760mmHg
• Flash Point: 141.5°C
• Density: 1.437g/cm³
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 278.03063
• Heavy Atom Count: 16
• Complexity: 293

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC2C(C1)C3C(O3)C4=C2C=CC(=C4)Br
• Isomeric SMILES: C1CC[C@H]2[C@H](C1)[C@H]3[C@H](O3)C4=C2C=CC(=C4)Br

Technology Process of (4abeta,9alpha,10alpha)-7-Bromo-9,10-epoxy-trans-1,2,3,4,4a,9,10,10a-octahydrophenanthrene

There total 3 articles about (4abeta,9alpha,10alpha)-7-Bromo-9,10-epoxy-trans-1,2,3,4,4a,9,10,10a-octahydrophenanthrene 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:

7-bromo-trans-1,2,3,4,4a,10a-hexahydrophenanthrene (118326-90-2) → (4aβ,9β,10β)-7-bromo-9,10-epoxy-trans-1,2,3,4,4a,9,10,10a-octahydrophenanthrene (118326-92-4,118354-49-7)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; for 4h; Ambient temperature;

DOI:10.1016/S0040-4020(01)90343-6

Reference yield:

(4aβ,9α,10β)-7,10-dibromo-9-hydroxy-trans-1,2,3,4,4a,9,10,10a-octahydrophenanthrene (118326-91-3) → (4aβ,9α,10α)-7-bromo-9,10-epoxy-trans-1,2,3,4,4a,9,10,10a-octahydrophenantrene (118326-92-4,118354-49-7)

Guidance literature:

With potassium tert-butylate; In benzene; 1.) 1 h, rt, 2.) 1 h;

DOI:10.1016/S0040-4020(01)90343-6

Reference yield:

7-bromo-trans-1,2,3,4,4a,10a-hexahydrophenanthrene (118326-90-2) → (4aβ,9α,10α)-7-bromo-9,10-epoxy-trans-1,2,3,4,4a,9,10,10a-octahydrophenantrene (118326-92-4,118354-49-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 0.45 g / N-bromoacetamide / tetrahydrofuran; H₂O / Ambient temperature

2: 0.17 g / potassium t-butoxide / benzene / 1.) 1 h, rt, 2.) 1 h

With potassium tert-butylate; N-bromoacetamide; In tetrahydrofuran; water; benzene;

DOI:10.1016/S0040-4020(01)90343-6

upstream raw materials:

(4aβ,9α,10β)-7,10-dibromo-9-hydroxy-trans-1,2,3,4,4a,9,10,10a-octahydrophenanthrene

7-bromo-trans-1,2,3,4,4a,10a-hexahydrophenanthrene

Refernces