Anordrin

Base Information

• Chemical Name: Anordrin
• CAS No.: 56470-64-5
• Deprecated CAS: 64682-10-6
• Molecular Formula: C₂₈H₃₈O₄
• Molecular Weight: 438.607
• UNII: 6R25F2A061
• DSSTox Substance ID: DTXSID40872682
• Nikkaji Number: J59.380J
• Wikipedia: Anordrin
• Wikidata: Q25091495
• Metabolomics Workbench ID: 144250
• Mol file: 56470-64-5.mol

Synonyms:2,17 alpha-diethynyl-A-norandrostane-2,17 beta-dihydroxydipropionate;AF 53;alpha-anordrin;anordrin;anordrin, (2alpha,5alpha,17alpha)-isomer

Chemical Property of Anordrin

Chemical Property:

• Vapor Pressure: 1.41E-09mmHg at 25°C
• Melting Point: 152.75°C
• Refractive Index: 1.538
• Boiling Point: 485.5°Cat760mmHg
• Flash Point: 229.8°C
• PSA: 52.60000
• Density: 1.11g/cm³
• LogP: 5.14530
• XLogP3: 5.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 438.27700969
• Heavy Atom Count: 32
• Complexity: 903

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(=O)OC1(CCC2C1(CCC3C2CCC4C3(CC(C4)(C#C)OC(=O)CC)C)C)C#C
• Isomeric SMILES: CCC(=O)O[C@]1(CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC[C@@H]4[C@@]3(C[C@](C4)(C#C)OC(=O)CC)C)C)C#C

Technology Process of Anordrin

There total 7 articles about Anordrin 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:

anordiol (1045-29-0) + propionic acid (802294-64-0,79-09-4) + propionic acid anhydride (123-62-6) → (2α,17α)-diethynyl-A-nor-5α-androstane-(2β,17β)-diol dipropionate (56470-64-5,64682-10-6)

Guidance literature:

for 3h;

Reference yield:

2,17α-diethynyl-A-nor-5α-androstane-2,17β-diol + propionic acid (802294-64-0,79-09-4) + propionic acid anhydride (123-62-6) → (2α,17α)-diethynyl-A-nor-5α-androstane-(2β,17β)-diol dipropionate (56470-64-5,64682-10-6) + (2β,17α)-diethynyl-A-nor-5α-androstane-(2α,17β)-diol dipropionate (64682-11-7,64682-10-6)

Guidance literature:

for 3h; Overall yield = 2 g;

Reference yield:

A-nor-5α-androstan-2,17-dione (1032-12-8) → (2α,17α)-diethynyl-A-nor-5α-androstane-(2β,17β)-diol dipropionate (56470-64-5,64682-10-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: n-butyllithium / tetrahydrofuran / 0.5 h / -80 - -40 °C

1.2: -80 - -40 °C

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h

3.1: 3 h

With n-butyllithium; tetrabutyl ammonium fluoride; In tetrahydrofuran;

upstream raw materials:

A-nor-5α-androstan-2,17-dione

propionic acid

propionic acid anhydride

anordiol

Downstream raw materials:

anordiol