3beta-Hydroxy-13alpha-amino-13,17-seco-5alpha-androstan-17-oic-13,17-lactam

Base Information

• Chemical Name: 3beta-Hydroxy-13alpha-amino-13,17-seco-5alpha-androstan-17-oic-13,17-lactam
• CAS No.: 39932-99-5
• Molecular Formula: C19H31NO2
• Molecular Weight: 305.4549
• DSSTox Substance ID: DTXSID501032132
• Nikkaji Number: J457.214I
• Wikidata: Q82006628
• Mol file: 39932-99-5.mol

Synonyms:3 beta-hydroxy-13 alpha-amino-13,17-seco-5 alpha-androstan-17-oic-13,17-lactam;3-hydroxy-13-amino- 13,17-secoandrostan-17-oic-13,17-lactam;OHASAL

Chemical Property of 3beta-Hydroxy-13alpha-amino-13,17-seco-5alpha-androstan-17-oic-13,17-lactam

Chemical Property:

• Vapor Pressure: 3.31E-11mmHg at 25°C
• Boiling Point: 479.5°Cat760mmHg
• Flash Point: 243.8°C
• PSA: 52.82000
• Density: 1.085g/cm³
• LogP: 3.53450
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 305.235479232
• Heavy Atom Count: 22
• Complexity: 478

Purity/Quality:

99% ^*data from raw suppliers

3 BETA-HYDROXY-13 ALPHA-AMINO-13,17-SECO-5 ALPHA-ANDROSTAN-17-OIC-13,17-LACTAM 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCC(CC1CCC3C2CCC4(C3CCC(=O)N4)C)O
• Isomeric SMILES: C[C@]12CC[C@@H](C[C@@H]1CC[C@@H]3[C@@H]2CC[C@]4([C@H]3CCC(=O)N4)C)O

Technology Process of 3beta-Hydroxy-13alpha-amino-13,17-seco-5alpha-androstan-17-oic-13,17-lactam

There total 2 articles about 3beta-Hydroxy-13alpha-amino-13,17-seco-5alpha-androstan-17-oic-13,17-lactam 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: 68.5%

3β-acetoxy-17a-aza-D-homo-5α-androstan-17-one (2232-15-7) → 3β-hydroxy-13α-amino-13,17-seco-5α-androstan-17-oic-13,17-lactam (39932-99-5)

Guidance literature:

With potassium hydroxide; In methanol; for 1h; Heating;

DOI:10.1039/P19810001041

Reference yield:

→ 17a-Aza-D-homo-5α-androstan-ol-3α-on-17 (1704-46-7,39932-99-5)

Guidance literature:

17α-Aza-D-homo-5α-androstan-3α-ol-17-on-3α-acetat, methanol. KOH;

DOI:10.1016/0040-4020(65)80007-2

Reference yield: 80.0%

3β-hydroxy-13α-amino-13,17-seco-5α-androstan-17-oic-13,17-lactam (39932-99-5) + meta-cinnamic acid (64976-96-1) → 3β-hydroxy-13α-amino-13,17-seco-5α-androstan-17-oic-13,17-lactam-m-N,N-bis(2-chloroethyl)aminocinnamate (137866-26-3,147151-61-9)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane;

DOI:10.1016/0223-5234(91)90203-Y

upstream raw materials:

3β-acetoxy-17a-aza-D-homo-5α-androstan-17-one

Downstream raw materials:

{4-[Bis-(2-chloro-ethyl)-amino]-phenoxy}-acetic acid (4aS,4bR,6aS,8S,10aS,10bS,12aS)-10a,12a-dimethyl-2-oxo-octadecahydro-1-aza-chrysen-8-yl ester

3β-hydroxy-13α-amino-13,17-seco-5α-androstan-17-oic-13,17-lactam-m-N,N-bis(2-chloroethyl)aminocinnamate

3-β-hydroxy-17a-aza-D-homo-5α-androstan-17-one para-cinnamate

3-β-hydroxy-17a-aza-D-homo-5α-androstan-17-one ortho-cinnamate

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