Bolandiol

Base Information

• Chemical Name: Bolandiol
• CAS No.: 19793-20-5
• Molecular Formula: C₁₈H₂₈O₂
• Molecular Weight: 276.419
• UNII: 49SD6G16U5
• DSSTox Substance ID: DTXSID9041027
• Nikkaji Number: J14.809A
• Wikipedia: Bolandiol
• Wikidata: Q4938924
• NCI Thesaurus Code: C166743
• Metabolomics Workbench ID: 146202
• ChEMBL ID: CHEMBL307500
• Mol file: 19793-20-5.mol

Synonyms:19-nortestosterone-3beta,17beta-diol;bolandiol

Chemical Property of Bolandiol

Chemical Property:

• Melting Point: 169-172°
• Refractive Index: 1.573
• Boiling Point: 431 °C at 760 mmHg
• PKA: 14.37±0.60(Predicted)
• Flash Point: 199.4 °C
• PSA: 40.46000
• Density: 1.14 g/cm³
• LogP: 3.28090
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 276.208930132
• Heavy Atom Count: 20
• Complexity: 429

Purity/Quality:

99% ^*data from raw suppliers

19-Nor-4-androstenediol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCC3C(C1CCC2O)CCC4=CC(CCC34)O
• Isomeric SMILES: C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2O)CCC4=C[C@H](CC[C@H]34)O
• Uses: Bolandiol is a unique anabolic steroid with androgenic, estrogenic, and progestational activities.
• Therapeutic Function: Anabolic

Technology Process of Bolandiol

There total 9 articles about Bolandiol 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:

19-nortestosterone (434-22-0) → 5α‐estrane‐3β,17β‐diol (1816-75-7) + Estren (35950-87-9) + 19-nor-androst-4-ene-3β,17β-diol (19793-20-5)

Guidance literature:

With potassium tri-sec-butyl-borohydride; In tetrahydrofuran; Title compound not separated from byproducts; 1.) -78 deg C, 15 h, 2) -10 deg C, 3 h;

DOI:10.1021/jm960304p

Reference yield:

19-nortestosterone (434-22-0) → 19-nor-androst-4-ene-3β,17β-diol (19793-20-5)

Guidance literature:

With sodium tetrahydroborate; In 1,4-dioxane;

DOI:10.1016/0039-128X(66)91012-9

Reference yield:

3β,17β-diacetoxy-4-estrene (35869-09-1) → 19-nor-androst-4-ene-3β,17β-diol (19793-20-5)

Guidance literature:

With potassium hydroxide;

DOI:10.1021/ja01624a059

upstream raw materials:

19-nortestosterone

3β,17β-diacetoxy-4-estrene

19-nortestosterone acetate

Oestran-3β,5β,17β-triol-3,17-diacetat

Downstream raw materials:

3β,17β-bis-propionyloxy-estr-4-ene