3'-(4-methoxy-1-piperidinyl)-3'-deaminodaunorubicin

Base Information

• Chemical Name: 3'-(4-methoxy-1-piperidinyl)-3'-deaminodaunorubicin
• CAS No.: 79867-76-8
• Molecular Formula: C₃₃H₃₉NO₁₁
• Molecular Weight: 625.673
• Mol file: 79867-76-8.mol

Synonyms:3’-(4-methoxy-1-piperidinyl)-3’-deaminodaunorubicin

Chemical Property of 3'-(4-methoxy-1-piperidinyl)-3'-deaminodaunorubicin

Chemical Property:

• Vapor Pressure: 2.19E-27mmHg at 25°C
• Refractive Index: 1.661
• Boiling Point: 805.3°C at 760 mmHg
• Flash Point: 440.9°C
• PSA: 172.29000
• Density: 1.46g/cm³
• LogP: 2.11890

Purity/Quality:

99%min ^*data from raw suppliers

3'-(4-METHOXY-1-PIPERIDINYL)-3'-DEAMINODAUNORUBICIN 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3'-(4-methoxy-1-piperidinyl)-3'-deaminodaunorubicin

There total 3 articles about 3'-(4-methoxy-1-piperidinyl)-3'-deaminodaunorubicin 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: 69.0%

→ MeO (79867-76-8,94659-40-2)

Guidance literature:

Reference yield:

(1R*,2R*)-1,2-Dihydroxy-4-methoxycyclopentane (79867-83-7) → MeO (79867-76-8,94659-40-2)

Guidance literature:

Multi-step reaction with 2 steps

1: NaIO₄ / H₂O / Ambient temperature

2: 2.) NaBH₃CN / 1.) water, acetonitrile, 45 min, 2.) 2 h

With sodium periodate; sodium cyanoborohydride; In water;

DOI:10.1021/jm00343a004

Reference yield:

daunomycin hydrochloride (23541-50-6) + 3-methoxyglutaraldehyde (79867-82-6) → (8S,10S)-6,8,11-Trihydroxy-8-(1-hydroxy-ethyl)-10-[(2R,4S,5S,6S)-5-hydroxy-4-(4-methoxy-piperidin-1-yl)-6-methyl-tetrahydro-pyran-2-yloxy]-1-methoxy-7,8,9,10-tetrahydro-naphthacene-5,12-dione (79867-77-9,105929-25-7) + MeO (79867-76-8,94659-40-2)

Guidance literature:

With sodium cyanoborohydride; Multistep reaction; 1.) water, acetonitrile, 45 min, 2.) 2 h;

DOI:10.1021/jm00343a004

upstream raw materials:

daunomycin hydrochloride

3-methoxyglutaraldehyde

(1R*,2R*)-1,2-Dihydroxy-4-methoxycyclopentane

Refernces

• 1、 Mosher, Carol W.,Wu, Helen Y.,Fujiwara, Allan N.,Acton, Edward M.. "Enhanced Antitumor Properties of 3'-(4-Morpholinyl) and 3'-(4-Methoxy-1-piperidinyl) Dervatives of 3'-Deaminodaunorubicin". . p. 18 - 24. Retrieved 2007/10/02.