Geldanamycin, 18,21-didehydro-6,17-didemethoxy-18,21-dideoxo-18,21-dihydroxy-15-methoxy-6-methyl-11-O-methyl-, (6S,15R)-

Base Information

• Chemical Name: Geldanamycin, 18,21-didehydro-6,17-didemethoxy-18,21-dideoxo-18,21-dihydroxy-15-methoxy-6-methyl-11-O-methyl-, (6S,15R)-
• CAS No.: 73341-73-8
• Molecular Formula: C30H44 N2 O8
• Molecular Weight: 560.688
• Mol file: 73341-73-8.mol

Synonyms:macbecin II

Chemical Property of Geldanamycin, 18,21-didehydro-6,17-didemethoxy-18,21-dideoxo-18,21-dihydroxy-15-methoxy-6-methyl-11-O-methyl-, (6S,15R)-

Chemical Property:

• Vapor Pressure: 3.5E-20mmHg at 25°C
• Boiling Point: 698.9°C at 760 mmHg
• Flash Point: 376.5°C
• PSA: 149.57000
• Density: 1.19g/cm³
• LogP: 5.81680
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 5
• Exact Mass: 560.30976637
• Heavy Atom Count: 40
• Complexity: 935

Purity/Quality:

99% ^*data from raw suppliers

MACBECIN II 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CC(C(C(C=C(C(C(C=CC=C(C(=O)NC2=CC(=CC(=C2O)C1OC)O)C)C)OC(=O)N)C)C)OC)OC
• Isomeric SMILES: CC1CC(C(C(/C=C(/C(C(/C=C/C=C(/C(=O)NC2=CC(=CC(=C2O)C1OC)O)\C)C)OC(=O)N)\C)C)OC)OC

Technology Process of Geldanamycin, 18,21-didehydro-6,17-didemethoxy-18,21-dideoxo-18,21-dihydroxy-15-methoxy-6-methyl-11-O-methyl-, (6S,15R)-

There total 2 articles about Geldanamycin, 18,21-didehydro-6,17-didemethoxy-18,21-dideoxo-18,21-dihydroxy-15-methoxy-6-methyl-11-O-methyl-, (6S,15R)- 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:

Macbecin (73341-72-7,130740-44-2) → Carbamic acid (4E,6Z,10E)-20,22-dihydroxy-13,14,17-trimethoxy-4,8,10,12,16-pentamethyl-3-oxo-2-aza-bicyclo[16.3.1]docosa-1(22),4,6,10,18,20-hexaen-9-yl ester (73341-73-8)

Guidance literature:

With sodium dithionite;

DOI:10.1016/S0040-4039(00)71198-1

Reference yield:

macbecin I (130740-44-2,73341-72-7) → macbecin II (73341-73-8)

Guidance literature:

With sodium dithionite;

DOI:10.1016/S0040-4020(01)92041-1

Reference yield:

macbecin II (73341-73-8) → acetic anhydride (108-24-7) + Acetic acid (4E,6Z,10E)-(8S,9R,12S,13R,14S,16S,17R)-20-acetoxy-2-acetyl-9-carbamoyloxy-13,14,17-trimethoxy-4,8,10,12,16-pentamethyl-3-oxo-2-aza-bicyclo[16.3.1]docosa-1(22),4,6,10,18,20-hexaen-22-yl ester (74804-33-4)

Guidance literature:

With pyridine; for 24h; Yield given. Yields of byproduct given; Ambient temperature;

DOI:10.1016/S0040-4020(01)92041-1

upstream raw materials:

Macbecin

macbecin I

Downstream raw materials:

Macbecin

(E)-2-Methyl-4-oxo-but-2-enoic acid {5-[3-(5-acetyl-3-methoxy-4-methyl-tetrahydro-furan-2-yl)-1-methoxy-2-methyl-propyl]-3,6-dioxo-cyclohexa-1,4-dienyl}-amide

(2E,4Z,8E)-15-(5-Amino-3,6-dioxo-cyclohexa-1,4-dienyl)-7-carbamoyloxy-11,12,15-trimethoxy-2,6,8,10,14-pentamethyl-pentadeca-2,4,8-trienoic acid methyl ester

acetic anhydride

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