aderbasib

Base Information

• Chemical Name: aderbasib
• CAS No.: 791828-58-5
• Molecular Formula: C₂₁H₂₈N₄O₅
• Molecular Weight: 416.477
• Mol file: 791828-58-5.mol

Synonyms:Aderbasib;INCB 007839

Chemical Property of aderbasib

Chemical Property:

• PSA: 102.42000
• Density: 1.38
• LogP: 1.40940

Purity/Quality:

99% ^*data from raw suppliers

Aderbasib ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Aderbasib is a azaspiro[2.5]octanehydroxamide derivative as inhibitor of metalloproteases for the treatment of disorders such as cancer, arthritis, cardiovascular or skin disorders.

Technology Process of aderbasib

There total 5 articles about aderbasib 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:

C21H27N3O5 → methyl (6S,7S)-7-[(hydroxyamino)carbonyl]-6-[(4-phenylpiperazin-1-yl)carbonyl]-5-azaspiro[2.5]octane-5-carboxylate (791828-58-5)

Guidance literature:

With 4-methyl-morpholine; hydroxylamine hydrochloride; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; In N,N-dimethyl-formamide; at 20 ℃; for 2.25h; Cooling with ice;

Reference yield:

7-tert-butyl 5-methyl (6S,7S)-6-[(4-phenylpiperazin-1-yl)carbonyl]-5-azaspiro[2.5]octane-5,7-dicarboxylate → methyl (6S,7S)-7-[(hydroxyamino)carbonyl]-6-[(4-phenylpiperazin-1-yl)carbonyl]-5-azaspiro[2.5]octane-5-carboxylate (791828-58-5)

Guidance literature:

Multi-step reaction with 2 steps

1: trifluoroacetic acid / water; dichloromethane / 20 °C

2: hydroxylamine hydrochloride; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; 4-methyl-morpholine / N,N-dimethyl-formamide / 2.25 h / 20 °C / Cooling with ice

With 4-methyl-morpholine; hydroxylamine hydrochloride; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; trifluoroacetic acid; In dichloromethane; water; N,N-dimethyl-formamide;

Reference yield:

(6S,7S)-7-(tert-butoxycarbonyl)-5-azaspiro[2,5]octane-6-carboxylic acid (791834-47-4) → methyl (6S,7S)-7-[(hydroxyamino)carbonyl]-6-[(4-phenylpiperazin-1-yl)carbonyl]-5-azaspiro[2.5]octane-5-carboxylate (791828-58-5)

Guidance literature:

Multi-step reaction with 4 steps

1.1: (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate / N,N-dimethyl-formamide / 0.17 h / 0 °C

1.2: 20 °C

2.1: N-ethyl-N,N-diisopropylamine / acetonitrile / 3 h / 20 °C

3.1: trifluoroacetic acid / water; dichloromethane / 20 °C

4.1: hydroxylamine hydrochloride; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; 4-methyl-morpholine / N,N-dimethyl-formamide / 2.25 h / 20 °C / Cooling with ice

With 4-methyl-morpholine; hydroxylamine hydrochloride; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;

upstream raw materials:

(6S,7S)-7-(tert-butoxycarbonyl)-5-azaspiro[2,5]octane-6-carboxylic acid

4-phenyl-1-piperazine

tert-butyl (6S,7S)-6-((4-phenylpiperazin-1-yl)carbonyl)-5-azaspiro(2,5)octane-7-carboxylate

Refernces