Vincaleukoblastine, 4'-deoxy-

Base Information

• Chemical Name: Vincaleukoblastine, 4'-deoxy-
• CAS No.: 57194-39-5
• Molecular Formula: C46H58N4O8
• Molecular Weight: 794.9747
• NSC Number: 169464,169462,250834
• Mol file: 57194-39-5.mol

Synonyms:4'-Deoxyvincaleukoblastine;(18'.alpha.)-4'-Deoxyvincaleukoblastine;Vincaleukoblastine, 4'-deoxy-;57194-39-5;28808-73-3;NSC169462;NSC169464;NSC250834;Vincaleukoblastine, (18'.alpha.)-;NSC-169462;NSC-169464;NSC-250834;1H-Indolizino[8, vincaleukoblastine deriv.;2H-3,4-b]indole, vincaleukoblastine deriv.

Chemical Property of Vincaleukoblastine, 4'-deoxy-

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Density: 1.34g/cm³
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 10
• Exact Mass: 794.42546482
• Heavy Atom Count: 58
• Complexity: 1650

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1CC2CC(C3=C(CCN(C2)C1)C4=CC=CC=C4N3)(C5=C(C=C6C(=C5)C78CCN9C7C(C=CC9)(C(C(C8N6C)(C(=O)OC)O)OC(=O)C)CC)OC)C(=O)OC

Technology Process of Vincaleukoblastine, 4'-deoxy-

There total 21 articles about Vincaleukoblastine, 4'-deoxy- 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: 55.0%

C46H56N4O8 (74526-89-9,121153-95-5,121153-96-6,121155-18-8) → C46H58N4O8 (57194-39-5)

Guidance literature:

With potassium borohydride; acetic acid;

DOI:10.1021/jo00275a029

Reference yield:

15'20'-anhydrovinblastine (38390-45-3,56083-20-6,61246-76-2,105815-31-4) → 20'S-deoxyvinblastine (20072-25-7,21631-00-5,28808-73-3,57194-39-5,61277-24-5,61277-25-6,69256-50-4,69256-51-5,121074-18-8,121153-97-7)

Guidance literature:

With hydrogen; platinum(IV) oxide; at 52 ℃; for 5h;

DOI:10.1002/bscb.19830920510

Reference yield:

→ 4-acetoxy-3-hydroxy-16-methoxy-15-(18-methoxycarbonyl-5,18-seco-ibogamin-18-yl)-1-methyl-6,7-didehydro-aspidospermidine-3-carboxylic acid methyl ester (20072-25-7,21631-00-5,28808-73-3,57194-39-5,61277-24-5,61277-25-6,69256-50-4,69256-51-5,121074-18-8,121153-97-7)

Guidance literature:

a) Vinblastin, conc. H2SO4 -> E+Z-Isomere b) (3b)-N-Oxid, (2a), Trifluoressigsaeureanhydrid c) (2a), (7), Na-Cyanoborhydrid, Trifluoressigsaeureanhydrid d) (1o), Hydrieren;

DOI:10.1021/ja00438a046

upstream raw materials:

C₄₆H₅₆N₄O₈

(+/-)-20-Epipseudovincadifformine

(2R,3aS,10bR,12bS)-5-Chloro-2-ethyl-2,3,3a,4,5,11,12,12b-octahydro-1H-6,12a-diaza-indeno[7,1-cd]fluorene-5-carboxylic acid methyl ester

N^b-benzyl-21-hydroxy-D-seco-Ψ-vincadifformine

Refernces

• 1、 De Bruyn,Sleeckx,De Jonghe,Hannart. "Alkaloids from catharanthus roseus. 1H NMR study of 20'S-deoxyvinblastine and its N-2' borane complex". . p. 485 - 494. Retrieved 2007/10/02.