Dolastatin 15

Base Information

• Chemical Name: Dolastatin 15
• CAS No.: 123884-00-4
• Molecular Formula: C45H68 N6 O9
• Molecular Weight: 837.07
• UNII: J9ZKS885H5
• DSSTox Substance ID: DTXSID30924629
• Nikkaji Number: J265.004E
• Wikidata: Q105155592
• NCI Thesaurus Code: C1439
• Metabolomics Workbench ID: 170815
• ChEMBL ID: CHEMBL35769
• Mol file: 123884-00-4.mol

Synonyms:dolastatin 15;NSC 617668

Chemical Property of Dolastatin 15

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 943.2°Cat760mmHg
• Flash Point: 524.2°C
• PSA: 166.18000
• Density: 1.2g/cm³
• LogP: 3.46120
• Storage Temp.: −20°C
• XLogP3: 5.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 18
• Exact Mass: 836.50477777
• Heavy Atom Count: 60
• Complexity: 1600

Purity/Quality:

97% ^*data from raw suppliers

Dolastatin 15 ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)C(C(=O)N(C)C(C(C)C)C(=O)N1CCCC1C(=O)N2CCCC2C(=O)OC(C(C)C)C(=O)N3C(C(=CC3=O)OC)CC4=CC=CC=C4)NC(=O)C(C(C)C)N(C)C
• Isomeric SMILES: CC(C)[C@@H](C(=O)N(C)[C@@H](C(C)C)C(=O)N1CCC[C@H]1C(=O)N2CCC[C@H]2C(=O)O[C@@H](C(C)C)C(=O)N3[C@H](C(=CC3=O)OC)CC4=CC=CC=C4)NC(=O)[C@H](C(C)C)N(C)C
• Uses: Dolastatin 15 is an apoptotic agent through Blc-2 phosphorylation.

Technology Process of Dolastatin 15

There total 44 articles about Dolastatin 15 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: 97.0%

N,N-dimethyl-L-valine (2812-32-0) + (S)-Val-NMe-(S)-Val-(S)-Pro-(S)-Pro-(S)-Hiva-(S)-Dpy (160811-56-3) → dolastatin 15 (123884-00-4)

Guidance literature:

With diethyl cyanophosphonate; triethylamine; In dichloromethane; at 0 ℃; for 2h;

DOI:10.1016/S0040-4020(01)89562-4

Reference yield: 84.0%

(S)-1-((S)-2-{[(S)-2-((S)-2-Dimethylamino-3-methyl-butyrylamino)-3-methyl-butyryl]-methyl-amino}-3-methyl-butyryl)-pyrrolidine-2-carboxylic acid (134816-29-8) + C22H28N2O5*H(1+) → dolastatin 15 (123884-00-4)

Guidance literature:

With 1-hydroxy-7-aza-benzotriazole; 2-chloro-1,3-dimethyl-2-imidazolinium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 25 ℃; for 2h;

DOI:10.1021/jo981055a

Reference yield: 80.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + (5S)-1-<(2S)-O-<-L-valyl-(N-methyl-L-valyl)-L-prolyl-L-prolyl>-2-hydroxy-isovaleryl>-2-oxo-4-methoxy-5-benzyl-3-pyrroline (142350-59-2) → dolastatin 15 (123884-00-4)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; water; for 48h; Ambient temperature;

DOI:10.1016/S0040-4020(01)92190-8

upstream raw materials:

(S)-1-((S)-2-{[(S)-2-((S)-2-Dimethylamino-3-methyl-butyrylamino)-3-methyl-butyryl]-methyl-amino}-3-methyl-butyryl)-pyrrolidine-2-carboxylic acid

(S)-Pyrrolidine-1,2-dicarboxylic acid 2-[(S)-1-((S)-2-benzyl-3-methoxy-5-oxo-2,5-dihydro-pyrrole-1-carbonyl)-2-methyl-propyl] ester 1-tert-butyl ester

1-(tert-butoxycarbonyl)-L-proline

Z-MeVal-OH

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