Haha-chlorambucil

Base Information

• Chemical Name: Haha-chlorambucil
• CAS No.: 99876-94-5
• Molecular Formula: C33H46Cl2N2O3
• Molecular Weight: 589.6359
• DSSTox Substance ID: DTXSID80912430
• Mol file: 99876-94-5.mol

Synonyms:17-hydroxy-3-aza-A-homo-4-androsten-4-one (4-(bis(2-chloroethyl)amino)phenyl)butyrate;HAHA-chlorambucil

Chemical Property of Haha-chlorambucil

Chemical Property:

• Vapor Pressure: 2.79E-21mmHg at 25°C
• Boiling Point: 731.9°Cat760mmHg
• Flash Point: 396.4°C
• PSA: 58.64000
• Density: 1.21g/cm³
• LogP: 7.22280
• XLogP3: 7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 11
• Exact Mass: 588.2885487
• Heavy Atom Count: 40
• Complexity: 929

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCC3C(C1CCC2OC(=O)CCCC4=CC=C(C=C4)N(CCCl)CCCl)CCC5=CC(=O)NCCC35C
• Isomeric SMILES: C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2OC(=O)CCCC4=CC=C(C=C4)N(CCCl)CCCl)CCC5=CC(=O)NCC[C@]35C

Technology Process of Haha-chlorambucil

There total 3 articles about Haha-chlorambucil 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: 58.0%

8-hydroxy-5a,7a-dimethyl-3,4,5,5a,5b,6,7,7a,8,9,10,10a,11,12-tetradecahydrocyclopenta-[5,6]naphtho[1,2-d]azepin-2(10bH)-one (21058-56-0) + chlorambucil (305-03-3) → 17β-hydroxy-3-aza-A-homo-4a-androsten-4-one pphenylbutyrate (99876-94-5)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; for 120h; Ambient temperature;

DOI:10.1016/0223-5234(90)90149-W

Reference yield: 58.0%

chlorambucil chloride (17981-81-6) + 8-hydroxy-5a,7a-dimethyl-3,4,5,5a,5b,6,7,7a,8,9,10,10a,11,12-tetradecahydrocyclopenta-[5,6]naphtho[1,2-d]azepin-2(10bH)-one (21058-56-0) → 17β-hydroxy-3-aza-A-homo-4a-androsten-4-one pphenylbutyrate (99876-94-5)

Guidance literature:

In benzene; for 62h; Heating;

Reference yield:

8-hydroxy-5a,7a-dimethyl-3,4,5,5a,5b,6,7,7a,8,9,10,10a,11,12-tetradecahydrocyclopenta-[5,6]naphtho[1,2-d]azepin-2(10bH)-one (21058-56-0) + p-phenylbutyryl chloride hydrochloride (131959-76-7) → 17β-hydroxy-3-aza-A-homo-4a-androsten-4-one pphenylbutyrate (99876-94-5)

Guidance literature:

In benzene; for 30h; Heating;

DOI:10.1016/0223-5234(90)90149-W

upstream raw materials:

chlorambucil chloride

8-hydroxy-5a,7a-dimethyl-3,4,5,5a,5b,6,7,7a,8,9,10,10a,11,12-tetradecahydrocyclopenta-[5,6]naphtho[1,2-d]azepin-2(10bH)-one

p-phenylbutyryl chloride hydrochloride

chlorambucil