3,3-ethylenedioxy-11β-benzyl-5-hydroxy-17-trimethylsilyloxy-5α-estr-9-ene-17β-carbonitrile

Base Information

• Chemical Name: 3,3-ethylenedioxy-11β-benzyl-5-hydroxy-17-trimethylsilyloxy-5α-estr-9-ene-17β-carbonitrile
• CAS No.: 67983-20-4
• Molecular Formula: C₃₁H₄₃NO₄Si
• Molecular Weight: 521.772
• Mol file: 67983-20-4.mol

Synonyms:3,3-ethylenedioxy-11β-benzyl-5-hydroxy-17-trimethylsilyloxy-5α-estr-9-ene-17β-carbonitrile

Chemical Property of 3,3-ethylenedioxy-11β-benzyl-5-hydroxy-17-trimethylsilyloxy-5α-estr-9-ene-17β-carbonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3,3-ethylenedioxy-11β-benzyl-5-hydroxy-17-trimethylsilyloxy-5α-estr-9-ene-17β-carbonitrile

There total 2 articles about 3,3-ethylenedioxy-11β-benzyl-5-hydroxy-17-trimethylsilyloxy-5α-estr-9-ene-17β-carbonitrile 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: 99.5%

phenylmagnesium bromide (1589-82-8) + 3,3-ethylendioxy-5α,10α-epoxy-17α-(trimethylsilyloxy)-estr-9(11)-en-17β-carbonitrile (33403-21-3) → 3,3-ethylenedioxy-11β-benzyl-5-hydroxy-17-trimethylsilyloxy-5α-estr-9-ene-17β-carbonitrile (67983-20-4)

Guidance literature:

With copper(l) chloride; In tetrahydrofuran; at -30 ℃;

DOI:10.1016/0039-128X(81)90039-8

Reference yield:

→ C31H43NO4Si (67983-20-4)

Guidance literature:

/BRN= 408654/ (1b), CuCl/C6H5CH2MgX;

DOI:10.1016/S0040-4039(01)86260-2

Reference yield:

3,3-ethylenedioxy-11β-benzyl-5-hydroxy-17-trimethylsilyloxy-5α-estr-9-ene-17β-carbonitrile (67983-20-4) → 11β-benzyl-17-ethynyl-1,3,5(10)-estratriene-3,17β-diol (68159-31-9)

Guidance literature:

Multi-step reaction with 3 steps

1: ethylenediamine / 45 - 50 °C

2: 73 percent / sulfonic resin "Redex CF" / aq. ethanol / Heating

3: 1) Ac₂O, AcBr, 2) 10 N NaOH / 1) CH₂Cl₂, 0 deg C, 2) MeOH, r.t.

With sodium hydroxide; Acetyl bromide; sulfonic resin "Redex CF"; acetic anhydride; ethylenediamine; In ethanol;

DOI:10.1016/0039-128X(81)90039-8

upstream raw materials:

phenylmagnesium bromide

3,3-ethylendioxy-5α,10α-epoxy-17α-(trimethylsilyloxy)-estr-9(11)-en-17β-carbonitrile

Downstream raw materials:

3,3-ethylenedioxy-17-ethynyl-11β-benzyl-5α-estr-9-ene-5,17β-diol

11β-benzyl-17-ethynyl-1,3,5(10)-estratriene-3,17β-diol

11β-benzyl-17-ethynyl-17β-hydroxy-4,9-estradien-3-one