pro-Dox

Base Information

• Chemical Name: pro-Dox
• CAS No.: 916084-82-7
• Molecular Formula: C₅₆H₆₄N₄O₂₀
• Molecular Weight: 1113.14
• Mol file: 916084-82-7.mol

Synonyms:pro-Dox

Chemical Property of pro-Dox

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of pro-Dox

There total 8 articles about pro-Dox 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: 81.0%

carbonic acid 4-[[2-(3-hydroxy-3-methyl-5-oxo-hexyloxycarbonylamino)-ethyl]-(2-phenylacetylamino-ethyl)-carbamoyloxy]-benzyl ester 4-nitro-phenyl ester (916084-81-6) + doxorubicin hydrochloride (25316-40-9) → pro-Dox (916084-82-7)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; for 0.166667h;

DOI:10.1002/anie.200500842

Reference yield:

[2-(2-phenylacetylamino-ethylamino)-ethyl]-carbamic acid tert-butyl ester (916084-77-0) → pro-Dox (916084-82-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 250 mg / Et₃N / dimethylformamide

2: TFA

3: 140 mg / Et₃N / dimethylformamide / 0.17 h

4: 25 percent / Et₃N; DMAP / tetrahydrofuran

5: 81 percent / Et₃N / dimethylformamide / 0.17 h

With dmap; triethylamine; trifluoroacetic acid; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1002/anie.200500842

Reference yield:

(2-amino-ethyl)-(2-phenylacetylamino-ethyl)-carbamic acid 4-hydroxymethyl-phenyl ester → pro-Dox (916084-82-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 140 mg / Et₃N / dimethylformamide / 0.17 h

2: 25 percent / Et₃N; DMAP / tetrahydrofuran

3: 81 percent / Et₃N / dimethylformamide / 0.17 h

With dmap; triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1002/anie.200500842

upstream raw materials:

carbonic acid 4-[[2-(3-hydroxy-3-methyl-5-oxo-hexyloxycarbonylamino)-ethyl]-(2-phenylacetylamino-ethyl)-carbamoyloxy]-benzyl ester 4-nitro-phenyl ester

doxorubicin hydrochloride

[2-(2-phenylacetylamino-ethylamino)-ethyl]-carbamic acid tert-butyl ester

(2-tert-butoxycarbonylamino-ethyl)-(2-phenylacetylamino-ethyl)-carbamic acid 4-hydroxymethyl-phenyl ester

Downstream raw materials:

doxorubicin

Refernces

• 1、 Amir, Roey J.,Popkov, Mikhail,Lerner, Richard A.,Barbas III, Carlos F.,Shabat, Doron. "Prodrug activation gated by a molecular "OR" logic trigger". . p. 4378 - 4381. Retrieved 2007/10/03.